Home Vacation Home Rentals By Owner In Siesta Key, FL

Showing 60 Of 517 Vacation Rentals
Slider Thumb
Exceptional(2)

$351.08

/ Nightly
Private Vacation Home

2 Mi to Beaches! Spacious Family Gem in Siesta Key

Siesta Key, Florida, United States

BBQ Ready | Beach Towels Provided | 1 Mi to Siesta Key VillagebrbrDitch the crowds and find your corner of paradise at this 3-bed, 3.5-bath Siesta Key vacation rental! Perfect for relaxation seekers and fun-loving families, the home features 2 living areas, a full kitchen, and multiple outdoor spaces with on-site entertainment. Lounge in the sand at Siesta Beach, catch thrills with Siesta Key Watersports, or shop and dine throughout Siesta Key Village! Reserve your Sunshine State retreat today.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 2 queen beds, 1 twin bedbr- Bedroom 2: 2 queen bedsbr- Bedroom 3: 1 full bedbr- Office: 1 twin bedbr- Lower Living Room: 2 full futonsbrbrINDOOR LIVINGbr- 2 living areas, 2 TVsbr- Decorative fireplacebr- Dining tablebr- Dry bar w/ wine cooler & mini fridgebr- Dedicated office w/ desk & printerbr- Jetted tubbrbrOUTDOOR LIVINGbr- Screened deck w/ seatingbr- Screened patio w/ ping-pong tablebr- Furnished deck w/ seatingbr- Flattop gas grill (propane provided)br- Private yard, beach towelsbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Dishware/flatware, cooking basicsbr- Nespresso & Keurig coffee makersbr- Blender, air fryerbrbrGENERALbr- Free WiFibr- Keyless entrybr- Central A/C, standing fansbr- Linens/towels, iron/board, washer/dryerbr- Trash bags, paper towelsbr- Hair dryer, complimentary toiletriesbrbrFAQbr- 3 exterior security cameras (facing out)brbrACCESSIBILITYbr- Multi-level home, exterior stairs requiredbr- Upper-level bedrooms & full bathrooms onlybrbrPARKINGbr- Driveway (4 vehicles)brbr-- THE LOCATION --brbr- Near fishing charters & boat rentalsbr- 1 mile to Siesta Key Village: shops, bars & restaurantsbr- 2 miles to Siesta Beach & Sarasota Beach: beachcombing, swimming, fishing & water activitiesbr- 3 miles to Siesta Key Watersportsbr- 5 miles to downtown Sarasota (accessible via Siesta Key North Bridge)br- 9 miles to Sarasota Bradenton International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This multi-level home requires exterior stairs to enter; interior stairs are required to access all bedrooms and full bathrooms on the upper levelbr- The fireplace is for decorative purposes only and is not available for guest usebr- Your safety matters. This property features 3 exterior security cameras: 1 camera is next to the front door facing the front entry area, 1 camera is on the top facing down at the driveway, and 1 camera is on the back facing the back watering system and backyard. These cameras are outward facing and do not look into any interior spaces. They record sound and video when activated by motion
Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb

$612.81

/ Nightly
Private Vacation Home

Modern Luxury Private Home with Pool in Siesta Key

Siesta Key, Florida, United States

This is a private, single family home, located right in the heart of Siesta Key that has all the furnishings and amenities needed to have a perfect vacation. Plymouth Harbor is a 2 Bedroom, 2 Bath Home with a spacious driveway, private enclosed pool area, outdoor living room, and it is furnished with top of the line appliances and furniture to make your stay special.brbrAs you walk into the home, find yourself immediately in the modern kitchen surrounded by stainless steel appliances, granite counter tops, and a dining table seated for 6. You wont find any appliance missing from this homes collection, having every modern feature a kitchen expert could ask for, with the proper cookware needed for those dinners at home. The living room space is open and blends into the kitchen beautifully, where you find the modern furniture, entertainment center, and entrance to the pool deck.brbrAs you walk into the pool deck from the main living room, you will find yourself in the outdoor living room right away! This is a tastefully decorated area with a large TV, outdoor furniture, cocktail tables, and grill for you to use at your leisure. The pool is very spacious, with more than enough room for your group to all enjoy the area together. It is also completely surrounded by a pool cage, keeping you free from mosquitoes, in a comfortable outdoor, private environment. brbrThe master bedroom is furnished with a King sized mattress, side table lamps with outlets, and a bathroom private to the main room. In the bathroom you will find a very well done and spacious area, including a his/her sink and walk in shower. The guest bedroom is furnished with a King sized mattress as well, along with an additional bunk bed style equipped with two Twin Mattresses. These aren't your children's bunk beds, as they are sturdy, and perfect both for young children or adults to share the space together.brbrSiesta Key Florida is rated one of the countries best beach environments, with perfect fine sand and clean waters. The village area is fully equipped with multiple restaurants, bars, amenities, and things to do to keep your vacation fun filled and exciting!brbrThis property is not pet friendly and pets of any kind will not be allowed or permitted in any way.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(59)

$1604.37

/ Nightly
Private Vacation Home

Pool Volleyball-Gulf Views-Steps to Beach-Rooftop

Siesta Key, Florida, United States

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrGiven the location, the views from ALL levels of this Siesta Key luxury vacation home are spectacular! The oversized 400 square foot roof top deck has direct Gulf views, bar top and soft seating, and umbrellas for sun coverage. It is the perfect sunset viewing location! Immediate to this rooftop is the conditioned club room that was designed to enhance the rooftop deck. It offers a half bath, dry bar with beverage refrigerator, seating, two (2) smart TVs, gaming consoles and a Golden Tee arcade game, and a workspace. It’s such a great space! Speaking of great spaces, your whole family will enjoy the heated saltwater pool and spa that doubles as a pool volleyball court and has a water slide! And, at the rear of the pool you’ll find putt-putt golf! Activities galore! Around the pool you’ll find plenty of chairs and loungers, as well as an outdoor grill (natural gas) and dining table. Adjacent to the pool is the expansive covered patio area that features a second dining area, bar top and soft seating, and a dry bar with a beverage refrigerator, ping pong, and three (3) smart TVs! It really is one of the best covered patios around! And these ground level spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply).brbrbrbrThis nearly 4,000 square foot home provides great views and balconies on all levels. This home has an elevator with service to all floors, including the rooftop deck. This home provides 6 bedrooms (4 with en suite baths), and 5 full baths and 2 half baths. There are 4 king beds, 1 custom full over full bunk bed, and 1 custom full over king bunk bed. It comfortably sleeps 16 people in beds. The great room is set up as the perfect gathering space that includes the kitchen, living, and dining areas of the home with access to a balcony with great views. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. This home also offers a club room or secondary living space (queen sleeper sofa located here). The club room is just off the oversized rooftop deck space and supports it very well.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 4 vehicles (2 covered & 2 driveway spaces). On this ground level you’ll find the fully fenced pool and backyard area (pet friendly – fees and restrictions apply), including the covered patio space and pool that was previously described. In addition to all the details already shared, there are ceiling fans throughout the covered space for added comfort, and the home’s beach equipment can be found here that includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home's three (3) living levels and rooftop deck above.brbrbrbrThe First Level of Living (2nd Floor):brbrYou'll find 4 bedrooms here. Bedroom 3 has a king bed, en suite bathroom with walk-in shower and balcony access with peeking gulf views. Bedroom 4 features a king bed, en suite bathroom with walk-in shower, and peeking gulf views. Bedroom 5 has a custom full over king bunk bed that is great for adults too, and Bedroom 6 has custom full over full bunk beds that comfortably sleep 4. Bedrooms 5 & 6 share a bath with a shower/bathtub combination. There is a washer/dryer on this floor.brbrbrbrThe Second Level of Living (3rd Floor):brbrThis level features a great room with the fully stocked kitchen that includes a full range and cooktop with hood vent, full sized refrigerator (with ice maker) and freezer, trash and recycling storage, dishwasher, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area is very comfortably appointed with smart TV and Gulf views. The dining area here seats 12-13 people comfortably via an 8-9 -person custom dining table and a 4-person kitchen island bar top. The home’s main balcony is off the great room and has additional seating for 8, and sunset and Gulf views. Master bedroom 2 is also on this level, and it features balcony access with Gulf views, a king bed, and an en suite bathroom with double vanity and walk-in shower. There is a half bath and washer/dryer on this floor.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrYou'll find the home's club room and roof top deck spaces as previously described. These areas are perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key.You'll also find Master Bedroom 1 here, with Gulf views, direct rooftop access, and a large en suite bathroom with vanity, soaker tub, and walk-in shower.brbrbrbrGetting Around:brbrSteps away from Siesta Beach Access 7! This amazing home is literally steps to the sands of the world-famous Siesta Key Beach. It’s also only a short walk or even faster bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. You simply can’t beat this location! If you want to adventure further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary
Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(51)

$1440.6

/ Nightly
Private Vacation Home

Steps to Beach/Gulf Views/Pool Volleyball/Slide

Siesta Key, Florida, United States

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrGiven the location, the views from ALL levels of this Siesta Key luxury vacation home are a total vibe! The oversized 500 square foot roof top deck offers direct Gulf Views, sunset bar top and soft seating, umbrellas for sun coverage, and a dry bar with smart TV. It’s a top sunset and sunrise watch spot! Adjacent to the rooftop is the conditioned club room space that was designed to support the rooftop with a half bath, seating, smart TV, gaming consoles, foosball, and second dry bar. It’s awesome! Speaking of awesome spaces, let’s talk about the ground level space! Your whole family will enjoy the heated saltwater pool that offers pool volleyball and a water slide! The oversized spa is nestled amongst beautiful native landscaping and against a decorative privacy wall. The spa overflows into the pool and functions as a swim up bar with 5 pool bar stools! Around the pool you’ll find plenty of chairs and loungers and an outdoor grill (natural gas). Adjacent to the pool is the expansive covered patio area with dining, bar seating, soft seating, a dry bar with a smart TV above it, and ping pong. It's a top patio space for sure! These ground level spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply).brbrbrbrThis nearly 4,000 square foot home provides great views and balconies on all levels. This home has an elevator with service to all floors, including the rooftop deck. This home provides 6 bedrooms (6 with en suite baths), and 6 full baths and 2 half baths. There are 4 king beds and 2 custom full over California king bunk beds. It comfortably sleeps 16 people in beds. The great room is set up as the perfect gathering space that includes the kitchen, living, and dining areas of the home with access to a balcony with great views and an additional outdoor dining. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. This home also offers a club room or secondary living space. The club room is just off the rooftop deck space and supports it very well.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 4 vehicles (2 covered & 2 driveway spaces). On this ground level you’ll find the fully fenced pool and backyard area (pet friendly – fees and restrictions apply), including the covered patio space and pool that was previously described. In addition to all the details already shared, there are ceiling fans throughout the space for added comfort, and we include a full refrigerator nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. The home’s beach equipment can also be found here, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. You’ll also access the home’s main entrance foyer with elevator and stair access to the home's three (3) living levels and rooftop deck above.brbrbrbrThe First Level of Living (2nd Floor):brbrYou'll find 4 bedrooms on this level. Bedrooms 5 and 6 each feature a custom-built full over California king bunk bed. Both bunk rooms feature en suite bathrooms and a vanity, with Bedroom 5 featuring a shower/bathtub combination and Bedroom 6 featuring a walk-in shower. Bedroom 3 has a king bed and an en suite bathroom with vanity and walk-in shower. Bedroom 4 has a private balcony, king bed, and an en suite bathroom with double vanity and walk-in shower. There is a washer/dryer on this floor.brbrbrbrThe Second Level of Living (3rd Floor):brbrThis level features a great room with the fully stocked kitchen that includes a full range and cooktop with hood vent, full sized refrigerator (with ice maker) and freezer, trash and recycling storage, dishwasher, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area is very comfortably appointed with smart TV and Gulf views. The dining area here seats 18 people comfortably via a 14-person custom dining table, 4-person kitchen island bar top. The home’s main balcony is off the great room and has additional dining, and sunset and Gulf views.brbrbrbrMaster bedroom 1 is also on this level, and it features Gulf views, a king bed, and an en suite bathroom with double vanity and walk-in shower. There is a half bath and washer/dryer on this floor.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrYou'll find the home's club room and roof top spaces as previously described. These spaces are perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key. You'll also find master bedroom 2 here, with Gulf views and a large en suite bathroom with vanity and walk-in double shower.brbrbrbrGetting Around:brbrAcross the street from Siesta Beach Access 7! This amazing home is literally steps to the sands of the world-famous Siesta Key Beach. It’s also only a short walk or even faster bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. It’s in such a great location! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary
Bed 6

Bed

Bath 7

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(7)

$529.49

/ Nightly
Private Vacation Home

Beach Walk Cottage | Pet Friendly Home on Palm Island, Private Pool, Ping Pong Table, Walk to Beach!

Siesta Key, Florida, United States

Beach Walk Cottage | Private Pool, Ping Pong Table + Walk to Siesta Beachbrbr Why You'll Love This HomebrTucked in a quiet residential pocket of Siesta Key, this charming beach cottage offers a private heated pool, a fun ping pong table, and easy walkability to both Siesta Beach and the Village. Whether you're here to relax or reconnect, Beach Walk Cottage wraps every moment in coastal comfort.brbr ‍ ‍ Perfect ForbrFamilies, couples, and small groups looking for a pet-friendly, walkable escape near the beach and local dining scene.brbr ️ Imagine ThisbrStart your morning with a slow walk, just 0.2 miles to the sugar-soft sands of Siesta Key Beach. Spend the day swimming, shelling, or lounging by the turquoise Gulf waters before returning home to your private backyard oasis. Dive into the heated pool, fire up the gas grill, or challenge the kids to a ping pong match on the shaded patio. Inside, the open layout offers room to unwind, the kitchen is fully stocked with kitchenware to whip up any meal, cozy seating, and smart TVs in every bedroom. As evening falls, gather for an alfresco meal, a moonlit swim, or a walk to Siesta Key Village for dessert and live music—just 0.5 miles away.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, TVbr• Bedroom 2: King Bed, Shared Bath, TVbr• Bedroom 3: Twin/Queen Bunk Bed, Shared Bath,TVbr• Additional Sleeping: Roll-Away Twin Bed – Sleeps 1brbr Explore the Areabr • 0.2 miles to Siesta Key Beach – World-famous white quartz sand and gentle surfbr • 0.5 miles to Siesta Key Village – Boutique shopping, fresh seafood, and vibrant nightlifebr • 1.8 miles to Crescent Beach – Quieter vibe, paddle board, and kayak accessbr • Island shuttle service available for car-free conveniencebr • Enjoy a walkable, pet-friendly neighborhood with laid-back coastal energybrbr Your Siesta Key Escape AwaitsbrThis home books quickly—don't miss your chance to experience island living just steps from Siesta Key's most beloved spots. Every reservation includes peace of mind through our CottageClean™ program, featuring a 6-hour deep clean and 35-point inspection so you arrive at a home that feels freshly prepared just for you.brbrNeed To Know: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations. This pool is heated from November 15th to April 15th.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(6)

$617.01

/ Nightly
Private Vacation Home

Private Home on Canal w/ Heated Pool, Walk to Siesta Key Beach & Village

Siesta Key, Florida, United States

Welcome to La Casa Verde, a private, pet-friendly home where you can relax in a lush, tropical paradise located at the quiet end of a cul-de-sac with two canals surrounding the backyard. At the same time you are only 1 block from Siesta Key Village and minutes away from the island's famous Siesta Key Beach, known for its powdery white sand and crystalline waters. Explore the vibrant village, with its eclectic mix of shops, restaurants and live entertainment. Whether you're looking to soak up the sun on the beach, stroll through the village or enjoy a quiet day by the canal and heated pool, this home offers the perfect balance of convenience and peace.brbrLa Casa Verde provides a spacious, open floor plan with multiple areas for your family and friends to gather, all within sight of the pool and canal through a wall of glass doors. The fully equipped kitchen and dining area make it easy to prepare and enjoy meals together. brbrWith four cozy bedrooms guests find plenty of room to relax. The hallway off the kitchen leads to a bathroom and two bedrooms, each with a queen bed. The first floor bathroom is barrier free with a large, walk-in shower and comfort height commode, both with grab bars for the mobility challenged. The vanity has twin sinks and there is a deep, soaking bathtub, perfect for unwinding after a day of adventure. Upstairs the primary bedroom features a king bed and the loft bedroom has 3 twin beds. Both of these bedrooms have doors to the bathroom with a large, walk-in shower, twin basin vanity, and private commode. In an upstairs closet you'll find a Pack 'N Play for infants and a baby gate for the bottom of the stairs if needed.brbrFamilies enjoy the canal front location by renting kayaks and paddle boards to explore the calm water and easy access to the Intracoastal Waterway from our dock. Or enjoy passing the time waving at the occasional boat and watching for manatees and jumping fish. The backyard is fenced in except along the canal.brbrAs our guest, you'll have access to 3 adult bicycles, beach chairs, cooler, umbrella, towels, toys and a wagon for transporting these to the beach. Inside you'll find an array of books and board games to enhance your stay.brbrOur peaceful retreat will keep you comfortable year-round with air conditioning or heating. Whether you’re gathering for a multigenerational family visit or enjoying quiet time, you will feel right at home as your family builds lasting memories. brbrNote: the months of February and March are saved for monthly rentals. If you are interested in booking a date not yet open on the calendar, message me regarding availability.
Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(34)

$1,622

/ Nightly
Private Vacation Home

The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town!

Siesta Key, Florida, United States

Newly renovated and first time on the market for this 4 bedroom, 3 bathroom spacious 2-floor unit with beautiful unobstructed views of the. Bring the whole family to this great place with lots of room for fun and convenient beach access. Beautiful views to make memories to last a life time. Two full frontal decks to take in all the gulf has to offer. The first deck has table chairs, grill and lounge chairs. The top deck has rocking chairs with side table to watch the gulf, read a book or get some sun. There is a beach in front of the building to enjoy, in addition to a private beach path down to the waters edge. Dogs are allowed on a case by case basis with $175 fe. No cats allowed, as I'm allergic. brbrWalking distance to the beach, public beach and a half mile to the Village. Walk down your private access to the beach and explore the amazing shells and sands of Siesta Beach. Continue south to the public beach sand volleyball, tennis/pickleball courts or grab a drink or bite to eat at the concession area. Continue south to point of rocks and return home or grab a bite at one of the establishments on the South end of the beach, Sneaky Tiki is a favorite for happy hour.brbrBike and golf cart rentals are available in and around the village. There are free rides available as well as uber. In addition Instacart, uber eats, door dash and Amazon service the area.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(18)

$667.66

/ Nightly
Private Vacation Home

Luxurious Paradise with Tiki Bar and Heated Pool, Just Remodeled!

Siesta Key, Florida, United States

Casa Playa by Siesta Key Luxury Rental Properties brVacation Rental License #VR23-00001 brbrWelcome to Casa Playa, a Mediterranean inspired coastal retreat featuring five beautifully designed bedrooms and three bathrooms, located 1.5 miles from Siesta Key Beach. Surrounded by lush tropical landscaping and offering a private pool, tiki style outdoor kitchen, and modern interiors, this home is perfect for families and groups seeking a luxurious yet relaxed escape. With Siesta Key Village just a short drive away, guests can enjoy boutique shopping, dining, and island adventures with ease. brbrHighlights br• 1.5 miles to Siesta Key Beach access br• 5 Bedrooms, 3 Bathrooms br• 3 Kings, 2 Queens, 1 Queen Sleeper Sofa br• Private Pool br• Outdoor Tiki-Bar Kitchen br• Pool Table br• 2 Bicycles Included br• Short drive to Siesta Key Village br• 4 Parking Spots brbrCasa Playa is designed for effortless outdoor living, offering a private tropical backyard centered around a pristine pool and an incredible tiki hut inspired outdoor kitchen; complete with bar seating, grill space, and plenty of room for entertainment. Whether swimming, lounging poolside, or enjoying meals under the shade of the tiki hut, this oasis creates the perfect environment for unforgettable gatherings. Inside, guests will appreciate the spacious layout, contemporary coastal style, and thoughtful touches throughout. A pool table, expansive living spaces, two balconies, and a second-floor wet bar ensure that relaxation and entertainment come naturally during your stay. brbrStep into an inviting open concept living area featuring a large sectional, cozy chairs, and ample natural light. The pool table provides entertainment for all ages, while the nearby kitchen offers everything needed for home cooked meals. With stainless steel appliances, custom cabinetry, detailed molding, and generous counter space, the kitchen is a chef’s delight. A contemporary dining table provides the perfect spot for shared meals. Just off the living room, the terrace features comfortable outdoor seating and a TV, offering a peaceful place to relax in the warm island breeze. The home also includes a convenient laundry room near the kitchen, and upstairs guests will find a wet bar for evening refreshments or casual gatherings. brbrThe primary bedroom is a true sanctuary, offering a king bed, TV, workspace, balcony access, and a spa like ensuite bathroom with a soaking tub, walk-in shower, dual vanities, and beautifully detailed tilework. Three additional guest bedrooms feature king and queen beds, TVs, and coastal decor, all styled with comfort in mind. A fifth queen bedroom offers more sleeping flexibility for larger groups. The home includes two spacious hallway bathrooms, each featuring walk-in showers and modern finishes. A queen sleeper sofa in the living area provides additional sleeping space. brbrRoom Details br-Primary Bedroom: King bed, TV, balcony access, ensuite bathroom with walk-in shower and soaking tub br-Second Bedroom: King bed, TV br-Third Bedroom: King bed, TV br-Fourth Bedroom: Queen bed, TV, balcony access br-Fifth Bedroom: Queen bed br-Bonus (Living Room): Queen sleeper sofa brbrCasa Playa includes a private gated feel, pool table, outdoor tiki kitchen, bicycles, a wet bar, multiple balconies, and a beautifully landscaped yard for year-round enjoyment. Guests will love being a short drive from Siesta Key Village, where cafes, restaurants, boutiques, dessert shops, and live music create the perfect island atmosphere. Kayak tours, paddleboarding, fishing charters, and beach rentals are all easily accessible nearby. brbrWith its Mediterranean charm, private pool, outdoor tiki bar, modern interiors, and unbeatable location near both the beach and Siesta Key Village, Casa Playa by Siesta Key Luxury Rental Properties offers an elevated and unforgettable island retreat. brbrBook your stay at Casa Playa today and experience the best of Siesta Key! brbr- br brNo pets are allowed at this property. brbrThis property has an active Ring doorbell at the main entrance. brbrThis property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. brbrIn accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 10 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Siesta Key Luxury Rental Properties enforces a total occupancy limit of 12 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(75)

$590.21

/ Nightly
Private Vacation Home

JUST One Block From Beach and One Block From Village – Island Time West

Siesta Key, Florida, United States

Island Time West by Siesta Key Luxury Rental Properties br brDiscover the perfect Gulf Coast escape at Island Time West, a beautiful three-bedroom, three-and a half-bath luxury home located just minutes from the stunning Siesta Key Beach and vibrant Siesta Key Village, your gateway to great dining, shopping, and island adventures. This bright and airy retreat boasts a private pool, in-ground spa, and a game room, making it ideal for friends or family groups seeking relaxation and fun in a prime location! brbrHighlights br• 3-minute walk to Siesta Key beach  br• 3 Bedroom / 3.5 Bathroom br• 2 Kings, 2 Full/ Full bunks, 1 Queen sleeper sofa br• Private pool and in-ground spa br• Game room br• Pet friendly with host approval br• Covered patio with BBQ grill br• Beach chairs and wagon provided br• Perfect for large families, groups, or multi-generational bookings with neighboring Island Time East br• 2 Parking spaces br brEnjoy your outdoor oasis with a private pool, in-ground spa, and a covered patio hosting a BBQ grill and outdoor dining area. The game room in the garage makes for endless fun with ping pong and foosball tables. Relax by the seating area for game nights, movies using the outdoor TV, or relax on the balconies overlooking the lush poolside scenery. With beach chairs, a beach wagon, and easy access to Siesta Key beaches, this home offers everything needed for carefree, memorable beachside living.brbrThe open, bright interior features a fully equipped kitchen with stainless steel appliances and plenty of seating for meals and entertainment. The rustic style kitchen table and bar top seating make casual dining easy, while large windows and sliding doors fill the space with Florida sunshine. The living room with a queen sleeper sofa provides additional space for guests to relax and unwind. br brThe primary bedroom upstairs features a king-sized bed, a balcony overlooking the pool, and an ensuite bathroom with a walk-in shower. The second bedroom offers a king bed, balcony, and ensuite for added privacy. The third bedroom is appointed with two full over full bunk beds, a TV, and its own ensuite bathroom with a shower and tub combo. Each bedroom offers a peaceful retreat with coastal decor and plush bedding. brbrRoom Details br• Primary Bedroom (2nd floor): King bed, balcony, ensuite with walk-in shower  br• Second Bedroom (3rd floor): King bed, balcony, ensuite with walk-in shower  br• Third Bedroom (3rd floor): Two full-over-full bunks, ensuite with shower/tub combo  br• Living Room: Queen sleeper sofa br brGuests enjoy the convenience of a game room in the garage, beach chairs, a beach wagon, and a central location near Siesta Key beaches, shops, and restaurants. The spacious outdoor area with pool, spa, and outdoor living spaces makes this home perfect for creating unforgettable vacation memories.br brBook your stay at Island Time West today and experience an island getaway filled with sun, fun, and relaxation. Whether lounging by the private pool, exploring white sand beaches, or enjoying local shops and restaurants, this luxurious home provides the perfect setting for your next Gulf Coast vacation. Reserve now and start planning your unforgettable Siesta Key retreat.br brbr- brThis home is managed by Siesta Key Luxury Rental Properties. brbr2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrThis property has active video surveillance on the exterior public approach areas and the pool equipment. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 3

Bed

Bath 3

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(50)

$581.63

/ Nightly
Private Vacation Home

JUST One Block From Beach and One Block From Village – Island Time East

Siesta Key, Florida, United States

Island Time East by Siesta Key Luxury Rental Properties br brPrepare for an unforgettable beach vacation at Island Time East, a stunning coastal townhome just a short walk from Siesta Key Beach, renowned for its powdery quartz sands and turquoise waters. Perfectly located near the Siesta Key Village, this three-bedroom, three and a half-bath retreat offers luxurious amenities, a sparkling backyard pool with a waterfall and in-ground spa, and endless outdoor entertainment options. Ideal for families or groups seeking relaxed coastal living, Island Time East combines modern comforts with prime Siesta Key location! brbrHighlights br• 3-minute walk to Siesta Key Beach br• 3 Bedroom / 3.5 Bathroom br• 2 Kings, 2 Full/ Full bunks, 1 Queen sleeper sofa br• Private pool and in-ground spa  br• Game room br• Pet friendly with host approval br• Covered patio br• Short stroll to Siesta Key Village br• Perfect for large families or combined rentals with neighboring Island Time West br• 2 Parking spaces br brEnjoy your own private pool and spa, a covered outdoor patio with an outdoor TV, and a BBQ grill for memorable gatherings. The lush backyard is perfect for lounging poolside while the outdoor dining area provides a scenic spot to enjoy Island cuisine. The garage hosts a game room with ping pong and foosball tables, adding fun for all ages. Beach chairs and beach wagon ensure carefree days on Siesta Key’s famous beaches. br brStep inside to a beach themed living room featuring a cozy sofa, two comfortable chairs, and a large TV, creating a relaxing retreat after exploring the island. The fully equipped kitchen boasts stainless steel appliances, ample cookware, and a breakfast bar for casual meals. The formal dining table offers space for family dinners, while large windows and sliding doors open to the outdoor balcony, patio, and pool area. br brRetreat to the luxurious primary bedroom on the second floor with a king-sized bed, balcony, and ensuite bathroom with a walk-in shower. The second bedroom, also with a king bed and balcony, offers added privacy with its own ensuite shower. The third bedroom, themed for kids, features two full over full bunk beds and a private ensuite with a shower-tub combo. Each bedroom is designed for comfort, with plush bedding, ample closet space, and thoughtful coastal decor. brbrRoom Details br• Primary Bedroom (2nd floor): King bed, balcony, ensuite with walk-in shower  br• Second Bedroom (2nd floor): King bed, balcony, ensuite with walk-in shower  br• Third Bedroom (1st floor): Two full-over-full bunks, ensuite with shower-tub combo  br• Living Room: Queen sleeper sofa br brGuests enjoy the convenience of a washer and dryer, beach chairs, a beach wagon, and a game room with ping pong and foosball tables. Located just steps from the Gulf and Siesta Key Village shops and restaurants, Island Time East offers the perfect base for exploring Siesta Key.br brBook your stay at Island Time East today and immerse yourself in luxury beach living. Whether relaxing at home or engaging in local adventures, this home provides everything you need for a memorable Gulf Coast vacation. Reserve now and start planning your island escape. br brbr- brThis home is managed by Siesta Key Luxury Rental Properties.  brbr2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrThis property has active video surveillance on the exterior public approach areas and the pool equipment. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 3

Bed

Bath 3

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(46)

$358.02

/ Nightly
Private Vacation Home

Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Siesta Key, Florida, United States

Private Beach House by Siesta Key Luxury Rental Properties brbrWelcome to Private Beach House, a two-bedroom, two and a half bath coastal townhome designed for effortless island living. Located along Midnight Pass Road, this beautifully appointed retreat offers private beach access just a short walk from Siesta Key Beach and is moments from the dining and shopping. With island inspired interiors, access to resort style community amenities, and thoughtfully designed living spaces, this home is ideal for couples, small families, or friends seeking an elevated Siesta Key vacation rental with comfort and convenience at the forefront. One designated parking space is included. brbrHighlights br• 2-minute walk to Siesta Key Beach with private beach access br• 2 Bedrooms / 2.5 Bathrooms br•1 King, 1 Full-over-Full bunk bed with Twin trundle, 1 Queen sleeper sofa br• Heated community pool br• Shared shuffleboard court br• Shared BBQ area br• Outdoor dining and seating br• Beach chairs provided br• In-unit washer and dryer br• 1 parking space brbrGuests at Private Beach House enjoy a relaxed resort style experience with access to a heated community pool, sun loungers, and shared outdoor gathering areas perfect for unwinding after a day by the Gulf. The private beach access allows you to enjoy the world famous sand of Siesta Key Beach with ease, whether you’re heading out for a sunrise stroll or a sunset along the shoreline. Outdoor seating and a shared BBQ area create inviting spaces to connect with fellow travelers while embracing the laid back rhythm of island life. brbrThe ground floor features a bright, open concept living area styled with modern coastal decor and breezy finishes. The comfortable seating area includes a sofa, accent armchairs, and a TV, creating a welcoming space to relax after beach days. The fully equipped kitchen offers stainless steel appliances, cookware, utensils, and ample counter space, making it easy to prepare everything from quick breakfasts to relaxed island dinners. The dining areas provide flexible seating for meals or casual gatherings. A convenient half bathroom and in-unit washer and dryer complete the main level. brbrUpstairs, both bedrooms are designed with comfort and tranquility in mind. The primary bedroom features a king bed, fresh linens, a TV, and an ensuite bathroom with a walk-in shower, offering a serene retreat at the end of the day. The second bedroom is ideal for families, featuring a full-over-full bunk bed with a twin trundle and easy access to the hall bathroom, also equipped with a walk-in shower. A queen sleeper sofa in the living room provides additional sleeping accommodations when needed. brbrRoom Details br• Primary Bedroom, second floor: King bed, ensuite bathroom with walk-in shower br• Second Bedroom, second floor: Full-over-Full bunk bed with Twin trundle br• Living Room: Queen sleeper sofa brbrThis home participates in the Professional Linen Program, ensuring high quality linens and towels are professionally laundered for every guest. The property is non-pet friendly and allows parking for one vehicle only. Located near Siesta Key Village and close to Sarasota attractions, this townhome places you near local favorites such as restaurants, boutiques, and island entertainment while maintaining a peaceful residential setting. brbrWhether you’re planning a family beach getaway or a relaxed coastal escape, Private Beach House by Siesta Key Luxury Rental Properties offers the perfect blend of comfort, location, and island style luxury. Enjoy private beach access, resort-style amenities, and effortless coastal living just minutes from Siesta Key’s most loved attractions. Book your stay today and experience the best of Siesta Key!brbr- brbrThis property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. brbrThis property does not allow pets. brbrOnly one designated parking space per unit is provided. Visitor parking is no longer permitted. If you plan to bring an additional vehicle, you must notify us in advance so the association can issue a temporary parking pass. Vehicles without proper authorization or a valid parking pass will be ticketed and towed. brbrPlease see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrThis home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(12)

$802.42

/ Nightly
Private Vacation Home

3 bedroom, 4 bath, private pool home, steps to Crescent beach, sleeps 8

Siesta Key, Florida, United States

Experience this beautifully renovated and landscaped private pool home on Siesta Key!! It's one of the few private pool homes on the gulf side, close to Siesta Key Village, truly like no other!! A stunning 3 bedroom, 4 bath pool home located just 200 steps to the soft quartz sands of Crescent Beach on Siesta Key! Renovated throughout with all new decor including furnishings, appliances, flooring with relaxing outdoor living including 2 tiki lounging spaces by the pool and a tiki dining space off the kitchen. This unique home offers a perfect blend of comfort and style, making it an ideal retreat for families or groups seeking a memorable beach vacation. Book together with the 1 bedroom, 1 bath apartment, A Shell House Casa as A Shell House Compound, making it a 4 bedroom, 5 bath.brbrWith three bedrooms and four modern bathrooms, this home comfortably accommodates up to eight guests. The main bedroom features a king bed with ensuite bathroom with walk in shower, while the second bedroom also features a king bed with ensuite bathroom with walk in shower, and the third bedroom is furnished with a King size bed or with prior request two twin beds with ensuite bathroom with a walk in shower. Each room is designed with new decor and furniture, ensuring a fresh and inviting atmosphere throughout your stay. The sleeper sofa in the open space has a Queen size bed and with an adjacent bathroom with tub and shower.brbrStep outside to discover your own private oasis, complete with an outdoor pool and inviting two tiki spaces perfect for relaxation. The outdoor areas by the pool are ideal for soaking up the sun or relaxing. Enjoy a BBQ and dining under the tiki hut off the kitchen, with a table that seats 12.brbrInside, the fully equipped kitchen features modern appliances including a double refrigerator, a dining area, and all the essentials needed to prepare delicious meals. The living area is designed for comfort, with ample seating and entertainment options, including a Smart TV and a selection of games and books for family fun.brbrAdditional amenities include air conditioning, free Wi-Fi, and a new stackable washer & dryer, ensuring you have everything you need. Safety features such as smoke detectors and a carbon monoxide detector provide peace of mind during your visit.brbrA Shell House Getaway is not only a beautiful home but also a gateway to adventure. Whether you're looking to relax on the beach soaking up the sun, enjoy outdoor adventures, or explore the vibrant local culture. This property is the perfect base for your Siesta Key getaway.brbrSiesta Key and Sarasota - Fun things to dobrEnjoy the spectacular Siesta Key sunsets on the beach and on Sundays find yourself at the Drum Circle, starting 2 hours before sunset in front of the Siesta Key Main Beach Pavilion. When you return from shelling on either Crescent Beach, Lido Beach or Turtle Beach there is a shell table on the back patio to organize your treasures. Venturing out one and half miles north to Siesta Key Village or to the south end of the island enjoy delicious local restaurants, shopping, and a grocery market. You can catch the Siesta Key Breeze trolley for free on Midnight Pass Road, Beach Road or Ocean Blvd. Check out the Siesta Key Farmers Market for produce, shopping, art every Sunday from 9:00AM to 2:00pm or the larger downtown Sarasota Farmers Market 7:00AM to 1:00PM on Saturdays. Siesta Key has boating, parasailing, fishing, enjoy hiking in Myakka River State Park. Downtown Sarasota and St. Armand's Circle has wonderful restaurants and shopping. Visit the Marie Selby Botanical Gardens, numerous art galleries and exhibits including the Sarasota Art Museum, The Ringling Museum, Marietta Museum of Art and Whimsy, Sarasota Classic Car Museum, Towles Court Artist Colony, Wyland Galleries. Just south in Osprey visit the Marie Selby Botanical Gardens Butterfly House in historic Spanish Point. brbrExperience this exceptional vacation rental. Book your stay at A Shell House Getaway today and create unforgettable memories! Will consider longer term. Call Jana the Property Manager for more information.
Bed 3

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(7)

$539.04

/ Nightly
Private Vacation Home

Vacation in Paradise at 'Sunkissed Pool Home', Fully Renovated, Pet Friendly, Heated Pool

Siesta Key, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to the Sunkissed Pool Home! brbr brbrA beautifully renovated 3-bedroom, 2.5-bathroom private residence on Siesta Key. This upscale home offers a luxurious retreat with a private, enclosed swimming pool, where a new heater can be added for a fee. Perfect for up to 6 guests, the home is ideally located for beachgoers and vacationers alike. brbr brbrLOCATION HIGHLIGHTS: brbr- Siesta Key private home just 1.4 miles from Siesta Key Beach & Pavilion brbr- 1.8 miles from Siesta Key Village with shops, dining, and entertainment brbr- Close to local beaches, parks, and attractions brbr brbrPROPERTY FEATURES: brbr- Renovated 3-bedroom, 2.5-bathroom home (1800+ sq ft) brbr- Private, enclosed pool with optional heater (heat fee extra) brbr- Garage fits one small vehicle (height restriction 5’11”) brbr- Security camera outside and pool door alarm for safety brbr- WiFi throughout the home brbr- Private washer and dryer brbr- Dog-friendly with prior approval and fee (no aggressive breeds, barkers, or chewers) brbr brbrLIVING ROOM: brbr- Family room with large reclining sofa, smart TV for streaming brbr- Open layout connecting to pool and kitchen brbr brbrKITCHEN AND DINING: brbr- High-end stainless steel kitchen with island brbr- Fully stocked with dishes, cookware, and small appliances brbr- Dining table seats 6, island bar seats 4 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Suite: King bed, en-suite bath with soaking tub, direct pool access brbr- Second Bedroom: Queen bed with pool access brbr- Third Bedroom: Queen bed brbr- Two full bathrooms and one half-bath: walk-in shower and tub/shower combo brbr brbrEXTRA PERKS: brbr- Beach accessories included: towels, couple of chairs, umbrella brbr- Electric George Foreman grill available brbr brbrLOCAL FAVORITES: brbr- Minutes from Siesta Key Village shops, restaurants, and nightlife brbr- Quick access to Siesta Key beaches and watersports brbr brbrIMPORTANT INFO brbr- Maximum occupancy 6 guests brbr- Dogs allowed with prior approval (pets not allowed in pool) brbr- Non-smoking property (vaping restricted to outdoor designated areas) brbr brbrENJOY YOUR STAY AT THIS SERENE AND WELL-APPOINTED HOME, WHERE YOU CAN RELAX IN STYLE AND COMFORT.brbrAll pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$1192.97

/ Nightly
Private Vacation Home

Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!

Siesta Key, Florida, United States

Kaia's Sara Sea 4BRbrNewly remodeled with pool and jacuzzi, just 1-minute walk to Siesta Key beach! Poolside lounging and grilling, sunsets, sandbars, and on reef snorkeling and paddling. Listing includes two 2BR units in nearby buildings (total 4BR). Just 4-min walk to shopping dining bars and live music. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiestabrbrWhat Guests Lovebr∙ Separate Units – 2 units deliver space and privacybr∙ Front Porch – southwesterly porch on the palms (shared)br∙ Beaches – 1-min walk to award winning beaches, white sand, calm waterbr∙ Relaxing – private balcony and patio with dining and loungingbr∙ Pool – beautiful heated pool with tropical plants just 1-minute walkbr∙ Reef Snorkeling – 70-yard walk to Point of Rocks, free snorkel gear providedbr∙ The Food –12 restaurants within 0.5 miles, 3 waterfront restaurants within 4 milesbr∙ Activities – Boat bike jet-ski & sport-fishing tours, marina and rentals 7-min awaybr∙ Sunsets –1-minute walk to best sunsets and whatever comes nextbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ The Memories – access Siesta Key's top attractions and beaches guaranteed fun for allbrbrThe BeachbrAccess to two private Siesta Key beaches. With no public parking nearby, this cove is one of Siesta's more exclusive beaches. The white quartz sand, tide pools, and calm, clear water are perfect for relaxing. A livelier scene with food, drinks, and the weekend drum circle is just a short beach walk north. Point of Rocks reef is only 60 yards south.brbrThe LocationbrNo car needed. Nestled on a quiet street with no traffic, businesses, or public parking. Walk 4-minutes two 12 bars and restaurants. Walk 7-minutes to Siesta's top eco-adventures boat, bike, jet-ski, and fishing tours. Prefer to relax Sunbathe at the beach, nap by the pool or enjoy Siesta s top-rated seafood, ice cream, and waterfront dining. Just a short stroll to favorites like Daiquiri Deck, Sniki-Tiki, Crescent Club, and Orange Octopus.brbrReef SnorkelingbrSiesta Key is already paradise now add one of the Gulf Coasts best snorkeling spots! Just 60 yards south, Point of Rocks offers safe, shallow waters filled with tide pools, colorful marine life, and shelling treasures. Most days you'll spot chameleons, sponges, mother-of-pearl shells, conch, and maybe even dolphins or turtles. Ideal for exploring by foot, snorkel, paddleboard, or kayak.brbrBedroom DetailsbrListing includes two 2BR units in nearby buildings (total 4BR) and units are two flights up with no one above them. One unit has a king bedroom, a bunkroom with full over full bunk, and a sofa. A second unit has two queen bedrooms and a sofa. You can sleep up to 13 family style. Need more space We can get you an additional unit nearby.brbrBeach Gear ProvidedbrWe provide beach towels, and the resort supplies chairs and umbrellas. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrHousehold Items ProvidedbrWe provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrIt's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.
Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps

Home Most popular vacation rentals in Siesta Key