Vacation Rentals By Owner In Sarasota, FL

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Starfish Contemporary Home! brbr brbrFully renovated home on the south end of Sarasota with a private saltwater pool, perfect for family relaxation! Just 2.8 miles from Siesta Key’s Crescent Beach, enjoy sun-soaked days on the soft quartz sands or unwind by the pool. For adventure seekers, charter a deep-sea fishing trip, rent jet skis, or explore countless nearby activities. brbr brbrLOCATION HIGHLIGHTS: brbr- South end of Sarasota near Siesta Key’s Crescent Beach brbr- 2.8 miles to Crescent Beach soft quartz sands brbr- Close to Gulf Gate neighborhood restaurants, cafes, and local favorites brbr- Minutes from Siesta Key shops and attractions brbr brbrPROPERTY FEATURES: brbr- 3 bedroom/ 2 bathroom pool home (1700+ sq ft) brbr- Fully renovated and professionally decorated home brbr- Open saltwater pool (pool heat extra) brbr- Outdoor dining, TV and BBQ brbr- Sonos system and high-speed WiFi brbr- Pool door lock monitors for added security brbr- Double carport plus additional driveway parking brbr- Fenced yard brbr- Child-deterrent pool fencing available upon request brbr- One dog allowed with prior permission and fee brbr brbrLIVING ROOM: brbr- Spacious living area with quality furnishings brbr- Large Smart TV with YouTube TV and NFL Ticket brbr- Additional seating area with foosball table and games brbr- Access to backyard and pool brbr brbrKITCHEN AND DINING: brbr- Stainless contemporary kitchen with solid stone countertops, coffee bar brbr- Fully stocked with dishes, pots, pans, and small appliances brbr- Dining table for 6 indoor, outdoor dining table for 6 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Suite: King bed, en-suite bath with dual vessel sinks and walk-in shower, workspace, Smart TV, direct pool access brbr- Guest Bedroom 1: King bed, work desk, Smart TV, closet brbr- Guest Bedroom 2: Queen bed, twin-over-full bunk, dual closets, Smart TV brbr- All beds feature high-end hybrid mattresses brbr- Two full bathrooms with quality finishes: master bathroom has walk-in shower and updated vanity, guest has tub/shower combo brbr brbrEXTRA PERKS brbr- Beach towels and accessories included brbr- Vaulted ceilings, custom windows, gray porcelain tile throughout brbr- Multiple workspaces for remote work brbr brbrLOCAL FAVORITES brbr- Close to Crescent Beach and Siesta Key beaches brbr- Nearby Gulf Gate dining, cafes, and live music brbr- Quick access to shopping and local attractions brbr brbrIMPORTANT INFO brbr- Non-smoking property brbr- Maximum occupancy enforced brbr- Pool heat extra - reach out for details brbr- One well-behaved dog allowed (no chewers, barkers, aggressive breeds, not allowed on furniture), fee and approval required brbr- Backyard fencing not escape-proof brbr brbrBOOK TODAY AND START COUNTING DOWN TO SAND AND SERENITYbrbrAll 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.

Relax at Starfish Contemporary Home | Pool | Bring the entire Family - Dog Friendly | Game Room

Sarasota, Florida, United States

Bed

Bath

Sleeps

$113.99

Please Note: NO PICK UP TRUCKS ALLOWED per The Meadows Community Association rules. brbrA perfect Location for your many coastal adventures, including the newly built Mote Aquarium in nearby Benderson Park (opening January 2025) and PopStroke Tiger Woods designed putting courses with a rooftop bar and a full service restaurant.brbrThe Meadows Community has three golf courses: The Meadows Country Club (private), The Highlands and The Groves (public). Tennis courts (add'l fees) and Pickle ball courts, 15 miles of peaceful and picturesque walking and bike trails. A mere 3 miles away is the University Town Center Mall (UTC) that offers endless shopping and dining options.brbrOnly 12 miles from renowned Siesta Key Beach and 11 miles from picturesque Lido Key and St. Armand Circle. An 8 mile drive to Sarasota Bradenton International Airport.brbrWhile at the condo, enjoy free WiFi and your favorite shows with 3 smart TVs. Take care of your laundry with the in-unit washer and dryer. The fully stocked kitchen is equipped with all essentials including a blender, air fryer, Foreman grill, toaster in addition to stove, refrigerator, microwave. brbrStep out of the lanai and the pool awaits you! A stress free vacation is on the horizon!!br Minimum Stay 30 nights

The Meadows Country Club Community Association in Beautiful Sarasota, Florida.

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$93.43

brModern Sarasota Cottage Near Lido Key & St. Armands – Sleeps 4brbrWelcome to your private Sarasota retreat—perfectly located just minutes from downtown, St. Armands Circle, and the beautiful beaches of Lido Key.brbrThis thoughtfully designed 1-bedroom cottage comfortably sleeps up to 4 guests with 2 full beds and offers a clean, modern space with everything you need for a relaxing stay. Enjoy a fully equipped kitchen, washer and dryer, and a peaceful fenced outdoor area ideal for unwinding after a day of exploring.brbrWhether you’re visiting for the beach, shopping, dining, or a quiet getaway, this cottage delivers comfort, convenience, and a prime location all in one.

Cottage

Adorable 1-bedroom cottage in sunny Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$191.11

Cat Friendly w/ Fee | 6 Mi to Beaches | Poker TablebrbrExperience the best of Sarasota at this 3-bedroom, 2-bath vacation rental! Begin your day sipping morning coffee out on the screened-in patio, preparing a delicious breakfast in the full kitchen, and then heading out to bask in the Florida sun at Lido Key Beach. Take the kids to the Sarasota Jungle Gardens or kayak along the Myakka River before heading home to unwind with a family game night!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen futonbrbrKITCHENbr- All major appliances, including dishwasherbr- Cooking basicsbr- Drip coffee maker (coffee not provided), toaster ovenbr- Trash bags & paper towelsbrbrINDOOR LIVINGbr- Smart TV, DVD playerbr- Board gamesbr- Desk workspacebrbrOUTDOOR LIVINGbr- Screened-in patiobr- Dining tablebrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Linens/towelsbr- Keyless entrybr- Washer/dryer, iron/boardbrbrFAQbr- Quiet hours (after 11:00 PM)br- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Single-story home, 1 exterior step to enterbrbrPARKINGbr- Garage (2 vehicles)br- Free street parkingbrbr-- THE LOCATION --brbr- Easy access to I-75br- 5 miles to The John and Mable Ringling Museum of Artbr- 6 miles to Indian Beach Parkbr- 10 miles to Riverwalk & Manatee Riverbr- 11 miles to Mote Marine Laboratory & Aquarium & Lido Key Beachbr- 5 miles to Sarasota Bradenton Int'l 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- Pet friendly w/ $50 fee (+ fees & taxes, cats only)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 1 exterior step to enterbr- Please observe quiet hours beginning at 11:00 PM

Palm Aire Home - 5 Mi to SRQ Airport!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$1480.07

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:brbrThe outdoor spaces are incredible! There are balconies on all levels and a roof top deck that is 50 feet above the ground, so there are views everywhere! The pool area is a guaranteed guest favorite! We designed this heated saltwater pool and spa with multiple functions, the most obvious being pool volleyball. The playing area is nearly 20 feet by 30 feet, so the whole family can play, and the remainder of the pool area and covered patio are separated by a wall and landscaping, so the effects of the volleyball game don't extend beyond the playing area! The pool also includes a waterslide, and a large sunshelf with seating and pool bar, bubblers, lights, poolside basketball hoop and staircase that leads to the pool area. At the backside of the pool, you'll find a turfed area and it includes putt-putt golf. Adjacent to the pool is the covered patio area that features 3 smart TVs, outdoor grill (natural gas), and plenty of covered seating and dining options. These 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).brbr brbrThis nearly 3,600 square foot home provides views and balconies on all levels. This home has an elevator with service to all floors (except the rooftop). This home provides 5 bedrooms (all with en suite baths and balcony access), and 5 full baths and 2 half baths. There are 4 king beds and 2 custom full over full bunk beds! There are 2 master bedrooms and a bunk room that your kids will surely love. The home comfortably sleeps 14 people in beds. The great room is set up as a family friendly gathering space that includes the kitchen, living, dining areas, and a balcony with additional seating. 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 with multiple games, wet bar that supports this space, and a balcony with seating that provides access to the home's 50-foot-high rooftop deck!brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 4 vehicles (2 covered & 2 in driveway). The fenced pool and backyard area (pet friendly - fees and restrictions apply) includes the covered patio space and pool that was previously described, and there are ceiling fans throughout the space. The home's ping pong table, corn hole boards, outdoor connect 4, bocce ball and beach equipment can be found here that includes 2 beach wagons, 2 coolers, 10 beach chairs, and 4 bikes. We include a full refrigerator and freezer (with ice maker) here as well so your beach prep and breakdown, and your use of the home and pool is 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):brbrThe great room has a fully stocked kitchen that includes a large pantry, cooktop with hood vent, double ovens (2), full sized refrigerator (with ice maker) and freezer, trash and recycling pull-outs, 2 dishwashers, 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 set up with smart TV and seating, with access to a balcony with additional dining seating. The dining area here seats 16 people comfortably via a 10-person custom dining table, 6-person kitchen island bar top. Master bedroom 2 is also on this level, and it has double -Juliet balconies' accessed from the bedroom and bath, a king bed, and an en suite bathroom with double faucet vanity with trough sink and walk-in shower. There is a half bath on this floor.brbrbrbrThe Second Level of Living (3rd Floor):brbrYou'll find 3 bedrooms on this level. Bedrooms 3 and 4 both have peaking Gulf views, balcony access, a king bed, and an en suite bath with double faucet vanity with trough sink and walk-in shower. Bedroom 5 has a seating area with smart TV, workspace with 2 TVs that can connect to computers for dual screens for work and computer gaming, balcony access (with parental safety features) and peaking Gulf views, 2 full over full bunk beds, multiple city closets, and an en suite bathroom with vanity and shower/bathtub combination. There is also an oversized laundry room on this level with utility sink and 2 stackable washer/dryer units.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrMaster bedroom 1 has Gulf views, balcony access, a window nook, walk in closet, and a large en suite bathroom with 2 vanities, walk-in double shower, freestanding bathtub, and private water closet. The club room has Gulf views, a dry bar, beverage refrigerator with ice maker, trash/recycling pull out, seating, workspace area, Nintendo Switch gaming console, foosball and wall Scrabble. It also has a half bath, and a balcony and stair access to the roof top deck (both with Gulf views). The rooftop deck is 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. These are great indoor and outdoor entertainment spaces!brbrbrbrGetting Around:brbrNorth and South Siesta village entertainment districts and all the restaurants, entertainment, shopping, grocers, and more on the Key can be accessed by bike, golf cart, car, or free trolley. 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 home provides private beach access. Access to the private beach is controlled. Please accurately list the number of travelers associated with your reservation, and our team will contact you and walk you through the easy to follow private beach rules.brbrbrbrThis 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

New - Private Beach Access - Pool Bar/Volleyball

Sarasota, Florida, United States

Bed

Bath

Sleeps

$1395.2

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:brbrThis home was built for vacation! With balconies on all levels and a roof top deck that is 50 feet above the ground, there are views everywhere! The heated saltwater pool and spa area are an homage to Florida's famous natural springs (without the alligators of course). The pool area has crystal clear water and has a rock waterfall with integrated water slide and a rock jumping platform and rope swing for those brave enough to literally slide, swing, or jump in! There is also a large sun shelf with bubblers, and lights. At the backside of the pool, you'll find a turf area that extends the playing and lounging areas and includes putt-putt golf. Adjacent to the pool is the covered patio area that features 2 smart TVs, outdoor grill (natural gas), and plenty of covered seating and dining options. These 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 3,600 square foot home provides views and balconies on all levels. This home has an elevator with service to all floors (except the rooftop). This home provides 5 bedrooms (all with en suite baths and balcony access), with 2 master bedrooms, and a bunk room that was outfitted to be a kids dream with a rock-climbing wall, smart TV and seating, and arcade and gaming consoles! There are 4 king beds and 2 custom full over full bunk beds in this home; and 5 full baths and 2 half baths. The home comfortably sleeps 14 people in beds. The great room is set up as a family friendly gathering space that includes the kitchen, living, dining areas, and a balcony with additional seating. 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 with multiple games, wet bar that supports this space, and a balcony with seating that provides access to the home's 50-foot-high rooftop deck!brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level: brbrFree parking for up to 4 vehicles (2 in garage, 2 in driveway). The fenced pool and backyard area (pet friendly - fees and restrictions apply), including the covered patio space and pool that was previously described, and there are ceiling fans throughout the space. The home's ping pong table, corn hole boards, poolside basketball hoop, outdoor connect 4, bocce ball and beach equipment can be found here that includes 2 beach wagons, 2 coolers, 10 beach chairs, and 4 bikes. We include a full refrigerator and freezer (with ice maker) here as well so your beach prep and breakdown, and your use of the home and pool is 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): brbrThe great room has a fully stocked kitchen that includes a large pantry, cooktop with hood vent, double ovens (2), full sized refrigerator (with ice maker) and freezer, 2 trash and recycling pull-outs, 2 dishwashers, 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 set up with smart TV and seating, with access to a balcony with additional dining seating. The dining area here seats 14 people comfortably via a 8-person custom dining table, 6-person kitchen island bar top. Master bedroom 2 has double -Juliet balconies' accessed from the bedroom and bath, a king bed, and an en suite bathroom with double faucet vanity and walk-in shower. There is a half bath on this floor. brbrbrbrThe Second Level of Living (3rd Floor):brbrYou'll find 3 bedrooms on this level. Bedrooms 3 and 4 both have balcony access, a king bed, and an en suite bath with double faucet vanity and walk-in shower. Bedroom 5 has a rock-climbing wall built into the room that every child is going to love, a seating area with smart TV, arcade game table, and balcony access (with parental safety features), 2 full over full bunk beds, and an en suite bathroom with vanity and shower/bathtub combination. There is also an oversized laundry room on this level with utility sink and 2 stackable washer/dryer units. brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrMaster bedroom 1 has Gulf views, balcony access, window nook, walk in closet, and a large en suite bathroom with 2 vanities, walk-in double shower, freestanding bathtub, and private water closet. The club room has Gulf views, dry bar, seating, workspace, 2 smart TVs, dining/card table, Wall Scrabble, and Nintendo Switch gaming console in this room. The dry bar has a beverage refrigerator with ice maker and trash pull-out. It also has a half bath, and a balcony with stair access to the roof top deck (both with Gulf views). The rooftop deck is 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. These are great indoor and outdoor entertainment spaces!brbrbrbrGetting Around:brbrThe North and South village entertainment districts can be accessed easiest by bike, golf cart, car, or free trolley. 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:brbrPlease note that this home is in close proximity to an ongoing construction project. Please inquire with the host for more information.brbrbrbrThis home provides private beach access. Access to the private beach is controlled. Please accurately list the number of travelers associated with your reservation, and our team will contact you and walk you through the easy to follow private beach rules.brbrbrbrThis 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 (except rooftop), 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

New - Private Beach Access/Zip Line & Waterslide

Sarasota, Florida, United States

Bed

Bath

Sleeps

$109.61

*NOTE: from April - October 2024 the golf course will be under construction. Golf privileges are available at several nearby courses.* Stoneybrook Golf & Country Club is a gated community on Palmer Ranch with a fully renovated clubhouse with fine and casual dining, close proximity to Siesta Key's world-famous beaches, shops, restaurants, and Sarasota's active arts communities. This unit is a ground-floor end/corner unit with extra windows and lots of light * Golf course & water views * Split floor plan * Screened lanai * Well-equipped, eat-in kitchen with a water view plus a dining area that seats 6 * Assigned, covered parking.brbrAMENITIES:br* Pool (with grill and both screened and shaded cabanas) and tennis court are steps from the door.br* Legacy Trail - 15 miles of paved trail for cycling, jogging & walking is 1 block from the SG&CC entrance.br* Newly-renovated Arthur Hills-designed 18-hole par 72 premier golf course. br* Optional social memberships. One-time transfer fee provides access for two to the clubhouse with gourmet dining room, lighted Har-Tru tennis courts, fitness center, sauna & another, heated pool. br1 month: $150br2 months: $200br3 months: $250br6-12 months: $325br* Optional golf memberships. One-time transfer fee provides social access to the clubhouse indicated above plus the golf course, the pro shop, driving range and practice greens.br1 month: $300br2 months: $400br3 months: $500br6-12 months: $650br* Reciprocal fees at a wide selection of other local golf courses are available from May through October.br*** PLEASE NOTE: This community requires 7-DAYS ADVANCED NOTICE prior to the start of any rental period. I am unable to accept last-minute bookings. Also, each stay must be a minimum of 30 days. ***

Stoneybrook Golf & CC

Sarasota, Florida, United States

Bed

Bath

Sleeps

$294.6

Extremely private resort like Pool and one of the best locations of Sarasota! Great waterfront neighborhood boasting some of Sarasota’s most beautiful, historic homes and modern masterpieces. It’s walk ability adds to its appeal. Indian beach park (1 block away) both picturesque and convenient for canoe and kayak launching, and an ideal spot to watch mesmerizing sunsets.brbrA comfortable coastal cottage style home with Very private pool with lush, relaxing tropical setting.brAirport 2 milesbrDowntown 5 minbrLido Beach 7 minbrSt Armand’s 6 minbrSiesta and Longboat close bybrThe spacebrBest location in Sarasota!brGreat proximity to downtown and the beaches. Also Many great restaurants within walking distance!brbrThere are three bedrooms, two full baths, but one bedroom in the very back overlooking the pool must be accessed by going through another bedroom first. This should work for most, but might not for all circumstances. There are two king beds and one queen.brGuest accessbrUpon booking and prior to check-in date you will receive the passcode to the front door

Great Location! 3/2 Private, Tropical pool home

Sarasota, Florida, United States

Bed

Bath

Sleeps

$424.39

Simple blessings-come see why we chose the #1 beach in Florida for our vacation property! Our fourth floor condo has cathedral ceilings, warm maple cabinets and decor and we are just steps from the elevator. The 2 BR (King and Queen(murphy)) 2 bath sleeps 5 comfortably with a sofa bed in the living room. With the tranquil southwest view of the gardens you get garden view booking rates with amazing partial gulf views from the lanai and master bedroom. Our kitchen is well stocked and many items are new for 2024!

Siesta Dunes 1-404 - Updated Garden View with a Partial View of the Gulf!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$219.27

Located in the peaceful park like community of Timberwoods/Village des Pins, this villa has a prime location directly across from the pool and near the tennis courts. This spotlessly clean villa has been recently renovated and has all the amenities to ensure you have a wonderful vacation. This 2 bed/2 bath villa has a private garage, wifi and smart tv's, as well as dishwasher, washer and dryer. The community offers a beautiful pool, hot tub, tennis courts, pickleball courts and shuffleboard. The famous Siesta Key beach is only minutes away. Pets are not permitted.

Villa

Charming Villa in peaceful community minutes to Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$494.38

This beautifully decorated 4-bedroom, 3-bathroom pool home is situated in Sarasota, FL and is just a 45-minute drive from Tampa Airport and Bush Garden, and 2 hours from Orlando's amusement parks. The home features stainless steel appliances, updated bathrooms, quartz kitchen countertops, and cabinets, as well as a washer and dryer. Smart TVs are available in all rooms, as well as a front-load washer and dryer. The property is gated, providing privacy and is centrally located, making it easy to walk to all convenience stores, restaurants, and pharmacies. The home also has a very large backyard perfect for kids to play in or to enjoy the pool and BBQ. Additionally, it's just a short drive from the Nation's top-ranked Siesta Key Beach.

Sarasota Paradise 4 Home Near IMG And Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$289.38

Welcome to Paradise on Siesta Key! Come, relax and dream on our patio on the top floor and enjoy seeing the water lapping on the number1 beach, in the United States. Sunsets out of a storybook and charm galore.brOur comfortable, centrally heated and air conditioned condo is for 2 people. It is all updated with new furniture, tile floors, king bed, walk-in shower, granite countertops, a lovely and functional galley kitchen which is fully equipped for your culinary delight.

Paradise In The Penthouse

Sarasota, Florida, United States

Bed

Bath

Sleeps

$235.28

Welcome to room 120 at Lido Dorset Condominium! Nestled in beautiful Sarasota at Lido Key, this delightful & quaint condo offers guests an enchanting living experience. With a cozy living room featuring a nice sofa bed, one can unwind after a day of exploring the nearby shops at St Armands Circle, or the bountiful beach fronts that envelope the island. More activities include kayaking, e-bikes and scooters, and the free Bay Runner trolley is a great option to find your way around as well. Downtown Sarasota is just a drive over the bridge where guests are able to experience even more shops, a variety of restaurants, and night life. Or, perhaps just simply relax at your leisure, and soak up some Sarasota sun at the Lido Dorset pool! The bathroom is equipped with a hair dryer for added convenience, and guests will find all one needs in the fully stocked kitchen. Enjoy modern amenities like WiFi, AC, and heating during your stay. This cozy condo also offers a laundry room for your convenience. Whether one is here for a week getaway or an extended vacation, this wonderful property is the perfect home base to come back to. We look forward to hosting you at our piece of paradise, so come be our guest!!

Modern Beach Bungalow on Lido Key 1/2 mile from St Armands Circle!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$373.64

Unit CA V12- DISCOUNTS Summer never ends new booking the month of August 2026brbrThis unit has been completely remodeled !!!! Welcome to Crescent Arms on beautiful siesta key Florida. If you are looking for your vacation to be on the best beach and have the most beautiful sunsets, then you are in luck. Villa 12 is new to the Rental program. This unit has been completely remodeled and is ready for your vacation. Welcome to Crescent Arms on beautiful siesta key Florida. If you are looking for your vacation to be on the best beach and have the most beautiful sunsets, then you are in luckbrIt features a open floor plan with plenty of room to spread out in. It is a villa with an attached garage and a washer and dryer inside of the Garage. It has a king bed in the main bedroom and 2 queen beds in the guest bedroom. The bedrooms have private bathroom in each bedroom. The guest bedroom has a tub. .brThis unit Features:brBeach front property! No loading up a car or crossing streets just walk out of the building onto the sand! 2 Bedroom 2 bathroom there is a king bed in the main bedroom and 2 queen beds in the guest room. Sleeps up to 6 people. Private lanai with patio furniture. Full kitchen, dining area, Tv in each room with free Wi-Fi. brShared resort amenities:brHeated pool, Private Beach, BBQ area with gas grills, Beach chairs provided. Beach personnel you can rent an umbrella from. Beach towels included. Bed linens and bath towels included. We do not have a linen service if you would like fresh linen you will have to wash them. Coin operated laundry in the tower buildings. Villas have washers and dryers in the garage. brNO GOLF CARTS, Trailers, motorcycles, mopeds, boats If you want to enjoy the sugar-white sand of Crescent Beach, shop or just relax by the pool, located directly on the beach side of Midnight Pass Road, we offer something for everyone: Wi-Fi, cable television, generous closet space, a lanai or glassed-in porch and a fully furnished kitchen.brCrescent Arms features: Easy access on and off the Island! Fully Furnished, Gated Condominiums Private Beach Access with Chairs No smoking and no pets, please!brThere is a seven-night minimum stay Saturday to Saturday. Check in: 4 PM Check out: 10 AM We strongly encourage you to get rental insurance in case of any problems that may occur. Your Florida Vacation Awaits You.

Villa

Crescent Arms Vacation Rentals Villa 12 Siesta Key Florida DISCOUNTS APRIL

Sarasota, Florida, United States

Bed

Bath

Sleeps

$224.13

Summary:brbrUpscale retreat with chic design, screened pool & backyard oasis.brbrStep into The Boho Pool House, your stylish Sarasota escape. This 3BR, 1.5BA home blends modern comfort with breezy, boho-inspired décor — perfect for families or groups looking for relaxation with a touch of luxury. Just minutes to Siesta Key Beach, downtown Sarasota & local hot spots Whether you’re chasing beach days, poolside lounging, or Sarasota nightlife, The Boho Pool House is your perfect Florida retreat.brbrbrbrThe Space:brbrWelcome to your sun-drenched escape in Sarasota! Our clean, homey, and relaxing 3-bedroom home is the perfect blend of boho chic style and comfort. This retreat offers a private, screened-in pool and a playful atmosphere, making it ideal for families, friends, and anyone looking for a fun and stylish getaway. The SpacebrbrStep into a beautifully decorated home filled with natural light and curated boho chic decor. The open and inviting living area is designed for relaxation and fun, featuring a collection of games for endless entertainment.brbrbrbrThe home offers a flexible and comfortable sleeping arrangement for your group:brbrbrbrThe Primary Room: Your private sanctuary, complete with a luxurious king-sized bed.brbrbrbrThe Bunk Room: A fun and practical space with two twin-over-full bunk beds, perfect for kids or a group of friends.brbrbrbrThe Secondary Room: A cozy and private space with a plush queen bed.brbrbrbrThe OutdoorsbrbrThe true highlight of our home is your very own private oasis! The large screened-in lanai houses a sparkling pool, providing a perfect spot to cool off, lounge in the sun, and enjoy the beautiful Florida weather without the bugs. The outdoor area offers a tranquil space for morning coffee or an evening cocktail.brbrbrbrLocation, Location, LocationbrbrOur home is conveniently located just minutes from all that Sarasota has to offer.brbrbrbrBeaches: A short drive to the world-famous white sands of Siesta Key Beach, Lido Key Beach, and Turtle Beach.brbrbrbrDining & Shopping: Close to a fantastic selection of local restaurants, unique boutiques, and vibrant downtown Sarasota.brbrbrbrAttractions: Easily accessible to local favorites like The Ringling Museum of Art, Marie Selby Botanical Gardens, and the Legacy Trail for biking and walking.brbrbrbrAmenities You'll LovebrbrPrivate screened-in poolbrbrbrbrStylish boho chic decorbrbrbrbrA selection of fun gamesbrbrbrbrHigh-speed Wi-FibrbrbrbrCentral air conditioningbrbrbrbrFull kitchen with coffee makerbrbrbrbrFresh linens and towelsbrbrbrbrWasher and dryerbrbrbrbrFree parkingbrbrbrbrBook your relaxing and stylish Sarasota vacation today and create lasting memories at our peaceful home! We can't wait to host you!brbrbrbrGuest Access:brbrKeypad with codebrbrbrbrInteraction with Guests:brbrMessage anytime!

The Boho Pool House | Sarasota Vibes Await

Sarasota, Florida, United States

Bed

Bath

Sleeps

$174.21

Welcome to your dream vacation spot on Lido Key! Just steps away from the beautiful white sands of Lido Beach and a mere 5-minute walk to the charming St. Armand’s Circle, our condo offers the perfect blend of relaxation and convenience.brbrLocation, Location, Location:br• Enjoy the wonderful Gulf breeze and partial water views from the front enclosed lanai.br• Savor the stunning skyline views from the back enclosed lanai in the evening.br• Across the street from the beach. Easy access to activities on the key- swimming, kayaking, fishing- you name it!brbrA short walk to the shops and restaurants at St. Armand’s Circle, offering a variety of dining and shopping options.brbrSpacious and Comfortable:br• Located in Lido Shores on the 4th floor, this two-bedroom, two-bath condo is fully equipped with everything you need for a comfortable stay.br• The master bedroom features a king bed and two large closets.br• The second bedroom offers a queen bed, a partial water view, and a large closet.br• Living room/dining room combo, perfect for relaxation and dining.br• The fully equipped kitchen provides everything you need to prepare meals.brbrModern Amenities:br• The condo includes flat-screen TVs, cable, and Wi-Fi for your entertainment.br• Two enclosed lanais with water views, ideal for enjoying the outdoors in comfort.br• Recently remodeled bathrooms for a fresh and modern feel.br• Gated community pool for a refreshing swim.br• Carport parking and bike storage for your convenience.br• Laundry facility and community BBQ area.brbrbrImportant Information:br• Guests must pass a background check performed by the condo homeowner's association.br• Typically leases run from the 1st day of a month to the last day of a month. brbrBook your stay at our Lido Key condo today and experience the ultimate beachside living. We look forward to hosting you and making your vacation unforgettable.brFor inquiries and reservations, please contact us through our VRBO listing.

Welcome to your perfect beachside getaway at Lido Key!

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$138.83

This is a beautifully appointed, one-bedroom condo in a well-maintained complex that comes completely ready for your visit. It sleeps four, with a queen-size bed in the bedroom and a full-size sleeper sofa. The kitchen and bath were recently updated. Pets are NOT allowed, no Smoking.brbrLocated just 200 yards from famous Crescent Beach on beautiful Siesta Key, you are only steps from shopping, restaurants, bars, boat and bicycle rentals, and other conveniences.

Siesta Key Comfort - Cozy 1-bedroom condo with AC, WiFi on Siesta Key.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$771.07

Gulf Birdie | Waterfront Pool, Hot Tub & Putting Green, 0.5 Miles to Siesta Beachbrbr Why You'll Love This HomebrCanal waters shimmer in the backyard as palm fronds sway overhead. A breeze flows while you grill in the gourmet outdoor kitchen. Lounge in the private heated pool or spa, challenge friends on the putting green, and enjoy a fire pit under a starry Florida sky - all just 0.5 miles from Siesta Key's white sand beach. Inside, soft coastal tones and textures create a serene space to unwind in style.brbr ‍ ‍ Perfect ForbrFamilies, couples, or multi-generational groups seeking a luxurious, beachy escape with walkable Gulf access.brbr ️ Imagine ThisbrStart your morning with coffee on the screened lanai as the canal glistens in the sun. Slip into the pool for a refreshing swim, then stroll 0.5 miles to Siesta Beach for soft white sands and turquoise waters. Back home, grill lunch in your private outdoor kitchen while the kids practice putts on the green or paddle along the canal. As the sun sets, soak in the spa and gather around the fire pit with cocktails. Inside, comfortable coastal décor and thoughtful touches invite you to relax after a day of fun and sun.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, TV, Private Balconybr• Bedroom 2: Queen Bed + Twin Bed, Shared Hallway Bath, TVbr• Bedroom 3: Two Twin Beds, Shared Hallway Bath, TVbr• Bonus Room: Queen Sleeper Sofa, Main Living Areabrbr Explore the Areabr• Waterfront Setting – Paddle the Canal or Soak in the Views from Your Own Backyardbr• 0.5 Miles to Siesta Key Beach – Walk or Bike to One of the Country's Top-Rated Beachesbr• 1.5 Miles to Siesta Key Village – Island Dining, Boutiques, Ice Cream Shops, and Coastal Nightlifebrbr⌛ Don't Wait - This waterfront gem books quickly. Your reservation includes peace of mind with our CottageClean program, featuring a 6-hour deep clean and 35-point inspection.brbr Need to Know: This pool is heated from November 15th to April 15th. There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information.

Gulf Birdie | Waterfront Home on Siesta Key, w/ Private Heated Pool, Hot Tub, & Putting Green!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$197.63

Get ready to relax in this 3-bedroom house in Sarasota. Each bedroom features a lovely queen bed, perfect for a good night's sleep. With amenities like AC, WiFi, and a washing machine, guests can feel right at home. The 2 bathrooms come equipped with a hair dryer and shower for added convenience. Lots of restaurants and shopping within walking distance. Beautiful Siesta Key Beach is only 3 miles away. Book now and enjoy everything this marvelous house has to offer.

Charming 3 bedroom home with AC and WiFi in amazing Gulf Gate area of Sarasota

Sarasota, Florida, United States

3

Bed