Vacation Rentals By Owner In Siesta Key, FL

This lovely two-bedroom, two-bathroom second floor condo with extended living room has an abundance of comfortable living space. It accommodates up to six guests with a king bed in the master, twin beds in the second bedroom and a queen sofa-bed in the living room. The unit has a beautiful and fully-equipped kitchen, a spacious elegant dining area, laundry, and two full bathrooms. Amenities include a sixty-inch television with extra-channels package and audio system in the living room, flat-screen TVs in each bedroom, free wireless internet and free long-distance calling within USA and Canada. Gaze out upon the peaceful canal waters and tropical grounds or take a short walk to the white, powdery sands of Midnight Cove's private beach with its loungers, umbrellas and dedicated beach attendant. Enjoy the two pools, tennis courts, fitness center and convenient BBQ facilities. Either way your perfect vacation is assured!

Firethorn 821 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$255.6

Gorgeous upgraded unit with spectacular bay views from this fourth floor 2 bedroom/2 bath condo! Just like new! Professionally decorated in Florida decor, ceramic tile flooring, slider glass enclosed lanai makes this over a spacious 1600+ sq. ft! Lanai/family room stretches across the entire back of unit from the living room to the master suite. Living area offers a queen sofa sleeper, flat screen TV/DVD player, master bedroom includes a king size bed and flat screen TV, large master bath has dual sink vanity and spacious walk-in shower! Guest bedroom features 2 twin beds and flat screen TV, guest bathroom has a shower/tub combination. Washer/Dryer inside unit in separate utility room. Accommodates up to six people. Located in building with elevator. Within about a five minute walk to Midnight Cove's private beach with the crystal, white sands of Crescent Beach, no need to take anything but your towel and cooler! Loungers and umbrellas included on beach! Free Internet! Free local calls! Free Long Distance calls! (in U.S. and Canada)

Chinaberry 941 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$586.33

Look at this view! Fabulous 180 degree view of the sparkling blue waters of the Gulf of Mexico and soft, sugary white sands of Crescent Beach! Relax with a cool tropical drink on the screened lanai while watching the amazing sunset or sun yourself upstairs on the beach front balcony right outside the master bedroom. 2 Bedroom & 2 1/2 bath townhouse Florida style! Living room offers a large plasma TV & DVD. The updated kitchen features stainless steel appliances. Adjacent is a utility room with a washer/dryer and a private half bath. Just a short walk upstairs takes you to two master suites with full baths and a small balcony overlooking the pool. Master bedroom offers a king size bed and large flat panel TV with a walk-in shower in the updated master bath. The guest bedroom is furnished with twin beds and the guest bath has a tub/shower combo. Internet connection. RESTRICTIONS: Maximum occupancy 4!

Doveplum 120- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

$430.3

Light ceramic tile throughout; updated kitchen with granite counter tops and stainless steel appliances! Beautifully decorated with leather sofa and reclining chair. Flat screen TV in living area; flat screen TV with DVD players in both bedrooms. Master bedroom includes a king bed and guest bedroom offers twin beds. Master bath features a tub/shower and guest bath includes a step in shower. WIRELESS INTERNET CONNECTION! You can't get much closer to the beach than this! Look at this view! Enjoy the gorgeous sunset from your screened lanai and living room! Washer/dryer included. Unit sleeps 4.

Firethorn 323 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$493.37

Spectacular Gulf of Mexico views from this seventh floor, 3 bed 2 full bath spacious unit with over 1800 s.f. Extra large 25' glassed-in lanai stretches across unit to watch the famous Siesta sunsets! Ceramic tile in living areas and lanai. Many upgrades and beautifully decorated! Living room has a flat panel TV/DVD, updated kitchen features stainless steel appliances; master bedroom offers a king bed, walk-in closet, flat screen TV, large master bath features a sink vanity and a spacious walk-in shower overlooking the Gulf! Large guest bedroom offers a King bed, built-in closets and flat screen TV. Guest bathroom features a step in shower. Twin beds and flat panel TV in third bedroom. Washer/dryer in the unit. Unit accommodates up to six people. Unit has wireless internet.

Buttonwood 477 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$399.46

Over 1600 sq. ft. of spacious living space and ceramic tile throughout; beautifully decorated The living area features a large flat screen TV and DVD player, the kitchen is adorned with granite counter tops and stainless steel appliances. The master bedroom features a king bed a flat screen TV; master bath has dual sink vanity and a large step in shower with tiled seating. The first guest bedroom offers a queen bed and a flat screen TV; guest bathroom has a shower/tub combination. The third guest bedroom offers a double sized murphy bed and a flat screen TV. Step out onto the large glassed in lanai view the beautiful azure blue waters of the Gulf of Mexico. Experience the relaxing tropical breeze while enjoying the view of the white sandy beach and the sparkling aqua blue waters of the Gulf of Mexico! A washer and dryer located in the utility room and unit comfortably sleeps 6. This unit has a 10 day minimum. Unit has wireless internet.

Buttonwood 432 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$338.77

Step right out your back door to the soft, white sugary sand of world famous Crescent Beach! You are so close to the Gulf of Mexico in this 2/1.5 unit. Tastefully decorated and you can watch the sunset right from your screened lanai! The living room offers a TV/DVD/VCR and stereo. The master bedroom is furnished with a queen size bed and TV. The master bath has tub/shower combo. 2 Full beds are offered in the guest bedroom and a half bath is off the entryway. Unit is only steps to the pool and beach. Comfortably sleeps 6.

Firethorn 111 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$248.58

Fantastic town home, multi-level 2nd & 3rd floor unit. Over looking the canal. The unit is done in neutrals with pops of color throughout. A large kitchen with plenty of cabinet space. Dining room seats 6, living room has large TV. Lanai off of the living room is carpeted and glass enclosed. Both bedrooms are upstairs, master bedroom is a king with private bath, remodeled with large walk-in shower. Open balcony off of the master bedroom overlooking the canal. Guest bedroom across the hall with 2 twin beds. Also private bathroom with tub/shower combo. Both bedrooms have T.V's. NO WI-FI in this unit! 2 Heated Pools, 2 Lighted, Private Tennis Courts, BRAND NEW Fitness Center, Newly Remodeled Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps a maximum of no more than 6 people. Enjoy your vacation in one of the premier units at Midnight Cove!

Doveplum 621- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$389.37

Beautifully redecorated and updated fifth floor 2 bed/2 bath unit with spectacular view of the Gulf of Mexico and Crescent Beach! Spacious lanai is glassed enclosed. Living room offers a TV/VCR/DVD player. Master bedroom features a king bed with TV and master bathroom has a walk-in shower and dual sink vanity. Guest bedroom includes two sets of twin size bed bunkbeds and the guest bath has a step in shower. Washer & Dryer in unit. Unit accommodates up to 6 people. UNIT NOW HAS WIRELESS INTERNET

Chinaberry 455 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$280.87

Eye-catching décor! 1600 sq. ft. 2 bedroom 2 full bath unit. NEW top to bottom; high-end finishes, granite counters, ceramic tile, custom cabinetry, lighting, stainless appliances, fixtures and furnishings, Washer/Dryer in unit. Open floor plan. Fully Equipped. Master bedroom has King bed, TV, walk-in closet, en suite bath w/double bowl sinks & walk in shower. Guest bedroom has 2 full size beds, large closet and TV. Guest bath tub/shower combo. Flat screen TV, DVD, Wi Fi, Enclosed lanai with sliders overlooking the intra-coastal waterway. 2nd floor in elevator building. Only a few minutes' walk to pool, tennis courts, and our private white sand beach; equipped with chairs & umbrellas. Complimentary Wi-Fi in unit. 2 Heated Pools, 2 Lighted, Private Tennis Courts, BRAND NEW Fitness Center, Newly Remodeled Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps a maximum of no more than 6 people. Enjoy your vacation in one of the premier units at Midnight Cove!

Chinaberry 921 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$338.77

Gorgeous direct beachfront first floor unit. Walk out the back door and the beach is at your feet! Fall asleep to the sounds of the surf! 2 bedroom/2 full baths; totally updated, very light and bright, ceramic tile throughout, Florida decor, leather sofas in the living area. King bed in master bedroom; twin beds in guest bedroom. Wireless internet connection. Flat panel TV's in living room and both bedrooms. DVD player in living area. brMaster bath includes a bathtub/shower combination and the guest bath has a step in shower. You can't get any closer than this! The beach is your play ground; your living room and spacious screened lanai hosts fabulous Siesta sunsets. Step right out the back door onto the soft, white, sugary sands of Crescent Beach. Unit accommodates maximum 4 people. Washer and dryer inside unit. UNIT HAS WIRELESS INTERNET.

Firethorn 312 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$2466.08

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:brbrWelcome to Vantage Point, a standout Siesta Key retreat designed for elevated group getaways just moments from the beach. With 6 bedrooms, 6 full bathrooms, and 2 half baths, the home comfortably sleeps up to 18 guests and is thoughtfully designed so everyone can gather without feeling crowded. From a resort-style pool with a sun shelf, waterslide, and heated spa to ping pong, poolside basketball hoop, putt putt, corn hole, rooftop fire pit, and multiple outdoor gathering spaces, the home is built around fun, connection, and easy downtime. Inside and out, every level offers something memorable—from relaxed mornings by the pool to evenings spent together under the open sky. Come experience Vantage Point, where the house itself becomes part of the vacation! brbrbrbrFloor Plan Description (by level): brbrGround Level: brbrbrbrThis level includes a 2-car garage with an EV charger, along with driveway parking for 4 additional vehicles, plus elevator and stair access to all levels of the home, including the rooftop. Through the foyer you’ll make your way into a covered pool area with a resort-style pool featuring a sun shelf, waterslide, and heated spa, and a putt putt course located directly next to the waterslide. The covered pool area offers generous space to gather, with plenty of seating for your whole group, additional bar-height dining, 3 HD TV's and soft seating arranged throughout the space. A natural gas grill is set up nearby for easy poolside cooking. There is also a pink pong table and a corn hole set up so nobody in your group will be bored. brbrbrbrFirst Level of Living (Main Living Level): brbrThis level brings everyone together indoors with an open, inviting layout centered around a chef’s kitchen designed for group stays. The kitchen features double ovens, a large island with seating for 5, and a butler’s pantry equipped with a beverage fridge with ice maker and a microwave drawer. The main dining table seats 12, and the living room opens to a spacious balcony with dining for 10, with stairs leading directly down to the pool area for easy indoor-outdoor flow. This floor also includes a half bath and 2 bedrooms. Master Bedroom 1 features a king bed, an en suite bathroom with a freestanding tub, walk-in shower, and single vanity with 2 faucets, along with balcony access with seating for 2 overlooking the pool area. Bedroom 4 offers a king bed and an en suite bathroom with a single-sink vanity and walk-in shower. A dedicated laundry room on this level includes a utility sink, 2 stackable washer and dryer units, and a clothes hanging rod with shelving. brbrbrbrSecond Level of Living: brbrThe second living level is designed for entertainment and private retreats. A dedicated club room features an media centre with 85-inch TV w/surround sound, two theater-style sofas with seating for 7, Nintendo Switch gaming console, a built-in media wall with 2 workstations, and a beverage refrigerator with ice maker. Sliding doors open to a balcony with soft seating for 8, which is also accessible from Master Bedroom 3 and Bedroom 5. This level includes 4 bedrooms. Both Master Bedroom 3 has a king size bed, built in work station, walk-in closet, balcony access with Gulf Views and a en suite bath with both shower and soaking tub. Master Bedroom 2 also includes balcony access with soft seating for 2 overlooking the pool area. Bedroom 5 has a king size bed, en suite bathroom with shower and access to the balcony shared with the Club Room and Master Bedroom 3. Bedroom 6 serves as the bunk room and includes 2 full-over-full bunk beds, a bathroom with a walk-in shower, one sink with 2 faucets, and an additional sink located just outside the bathroom for added convenience. brbrbrbrRooftop Deck: brbrThe rooftop at Vantage Point offers a relaxed escape above it all, with elevator access, a half bath, and sweeping Gulf views. A covered rooftop lounge features 2 HDTVs, soft seating, bar height dining and a bar area with a beverage fridge with ice maker, creating a comfortable spot to gather and unwind. There is also an outdoor fire put with seating and multiple chaise lounges provided for you to enjoy the sunshine, coastal breeze, and Gulf views stretching out toward the water. Whether you’re spending time together during the day or enjoying a quiet moment at sunset, the rooftop offers a memorable setting that feels elevated without being overdone.brbrbrbrGetting Around:brbrThis home is located just across the street from the north entrance to the public Siesta Key Beach. Siesta Key Village 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 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. brbr brbrAccessibility - 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. brbr brbr*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

Pool, Spa & Rooftop Fire Pit • Steps to Beach

Siesta Key, Florida, United States

Bed

7

Bath

18

Sleeps

$250.87

Welcome to Bayside Pointe - 1311, a beautifully appointed two-bedroom, two-bathroom vacation retreat nestled within the prestigious Gulf & Bay Club Bayside community on world-famous Siesta Key. Perfectly positioned just steps from the legendary white-quartz sands of Siesta Key Beach, this serene lakeside condo offers the ideal blend of resort-style living and the comforts of home.brbrStep inside and you'll immediately feel at ease in the bright, open-concept living space featuring a comfortable sectional sofa, wall-mounted flat-screen TV, and direct access to a private screened lanai. The lanai is the crown jewel of this unit — a peaceful outdoor oasis with a dining table and chairs perfectly positioned to take in tranquil lake views and lush tropical greenery, the ideal spot for morning coffee or an evening glass of wine.brbrThe fully equipped kitchen is designed for those who love to cook and entertain, featuring stainless steel appliances, a full-size refrigerator, breakfast bar seating, and abundant counter and cabinet space. Adjacent to the kitchen, an elegant dining area with a round table and chandelier creates an inviting setting for shared meals.brbrThe spacious primary bedroom is your private sanctuary, offering a plush king-size bed, ceiling fan, wall-mounted TV, and a comfortable sitting area. The en-suite primary bathroom features dual vanity sinks and a walk-in glass shower. The second bedroom is perfectly suited for families or additional guests, with a bunk bed and twin bed configuration — sleeping up to three — and its own full bathroom with a tub and shower combination.brbrGulf & Bay Club Bayside is a gated, lushly landscaped community that delivers a true resort experience. Guests enjoy access to a stunning resort-style pool surrounded by swaying palm trees and lounge chairs, lighted tennis and pickleball courts, a scenic waterfront boardwalk along the bay, and tranquil pond and lake views throughout the grounds. Each home in the community features a private garage and an in-unit washer and dryer for ultimate convenience.brbrIdeally situated at 1311 Siesta Bayside Drive on Siesta Key, you are just moments from Siesta Key Village — home to waterfront dining, boutique shopping, live music, and local charm. Siesta Key Beach, consistently ranked among the finest beaches in the United States for its powdery white quartz sand and crystal-clear Gulf waters, is just a short walk away.brbrWhether you're a family seeking a fun-filled coastal escape, a couple in search of a romantic lakeside retreat, or friends ready to soak in the Siesta Key lifestyle, Bayside Pointe - 1311 offers everything you need for an unforgettable Florida vacation.

ALL NEW - Resort Amenities and Beach Access

Siesta Key, Florida, United States

Bed

Bath

5

Sleeps

$406.88

Summary:brThe Anchorage Resort on Siesta Key - includes resort amenity access Our 2 bedroom 2 bathroom private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer Anchorage Resort Condo 2 bedrooms 2 bathrooms Sixth Floor Condo with balcony overlooks Southern Siesta Key Fully equipped Kitchen with seating for 4 at the dining table Beach Supplies include- Chairs Beach Cart Umbrella Cooler Beach Towels Community Saltwater Pool- Largest pool on the Key Gated Community Siesta Key Trolley- free pickup in front of the resort entrance Private Beach access to Crescent Beach across the streetBEDROOMS Sixth Floor Condo Bedroom 1 One King Bedroom Ensuite Bathroom Balcony Access 47 Smart TVBedroom 2 Two Queen Bedroom Balcony Access 47 Smart TVThe Anchorage Resort Amenity Access Included with Rental Olympic-Size Saltwater pool 3 Lighted Tennis Courts- Can turn into Pickleball courts Out of Order Shuffleboard Community BBQ area Individual Picnic areas along the Canal Intracoastal Waterway Exercise Room His and Hers Saunas Bike Racks subject to availability Boat Dock Seawall- Kayak Launch Closed Coin-Operated Washer Dryer on Each FloorPool Information - Community Pool- Saltwater- Heated in winter monthsResort Parking Rules The resort allows a maximum of 2 cars Vehicles must be registered with the front office during office hoursHOA Rules Lead guest must be age 25 or older ID is checked upon registration at the resort No petsJanuary 1- April 16 Rentals are 7-nights beginning and ending on Saturday only Distances from Resort to Shopping Attractions Daiquiri Deck South Siesta Key- 5-minute walk across the street Crescent Beach Private Beach Access- 7-minute walk across the street Toasted Mango Cafe - 9-minute walk Siesta Key Watersports - 6 mile Siesta Key Village- 2 7 trolley stop Publix at Sarasota Pavilion- 1 4 miles Marie Selby Botanical Gardens - 6 miles Sarasota Bradenton Airport SRQ - 11 miles Why Choose this Rental - Professionally managed to serve all your needs- Management company has over 26 years of experience hosting well over 200 000 families- Go straight to your rental with online email check-in- 24 7 on-call maintenance- Free On-Site Parking- Smoke-free and pet-free for your comfort- Towels and linens are provided- Complimentary WiFi Our Starter Welcome packet supplies - 2 rolls toilet paper per bathroom- 1 hotel-size bar soap per bathroom- 1 hotel-size shampoo conditioner per full bathroom- 1 roll paper towel- 2 packet dishwasher detergent- Size 13-gallon Trash bagsAny supplies beyond this are up to the guest to replenish we do not restock these items No salt pepper or cleaning supplies are stocked due to safety issues This is an industry-standard practice FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS this does not apply if you are staying less than 30 nights We will collect a 1 500 deposit Balance is due 60 days prior to arrivalIf canceled 90 days or more before arrival we keep with us 250 00 1 250 00 will be refunded If canceled between 61 and 89 days prior to arrival we keep with us the 1 500 00 deposit No cancellation or modification 60 days or less prior to arrival

ANC608 Summary:
The A

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1521.94

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:brbrPeople love beach volleyball here, so we designed a heated saltwater pool and spa with a volleyball theme! The pool volleyball area is nearly 20 feet by 30 feet, and it’s separated by a wall and landscaping from the remainder of the pool area and covered patio, so the effects of the volleyball game don’t extend beyond the court! The pool also has a waterslide, and a large sun shelf with seating, bubblers, lights, and staircase that leads to the pool. At the backside of the pool, you’ll find a turfed area with 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. 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, including the rooftop deck that is over 50 feet above the ground. 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 there is a rock-climbing wall in the bunk room! There are 4 king beds and 2 custom full over full bunk beds; and 5 full baths and 2 half baths. The home comfortably sleeps 14 people in beds. The great room is family friendly and includes the kitchen, living, dining areas, and balcony. 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 has a club room or secondary living space with multiple games, wet bar that supports this space, and the balcony 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. The fully 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 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 deep freezer 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. 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 with a large pantry, cooktop with hood vent, double ovens (2), full sized refrigerator (with ice maker) and freezer, 2 trash/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 comfortable with balcony access and the dining area seats 13 people comfortably via an 8-person dining table, 5-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): brbrBedrooms 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, balcony access (with parental safety features) and, 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, 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 a wet bar, seating, workspace area, and games including Nintendo Switch gaming console and shuffleboard in this room. The wet bar has a sink, beverage and wine refrigerators, ice maker, and trash pull-out. 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:brbrPrivate beach! This amazing home is a few steps from the sands of the world-famous Siesta Key Beach and the private section of it that is just for those on this private street! It’s centrally located to the North and South Siesta village entertainment districts and all the restaurants, entertainment, shopping, grocers, and more on the Key. Everything 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

Private Beach Access/Pool Volleyball/Rock Climbing

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$316.59

The Anchorage Resort on Siesta Key - includes resort amenity access!brbrOur 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.brbrAnchorage Resort Condo br* 2 bedrooms / 2 bathroomsbr* Ninth Floor Condo with balcony overlooks North-Western Siesta Key- Gulf Views!br* Fully equipped Kitchen with seating for 4 at the dining tablebr* Beach Supplies include- 4 Chairs, Umbrella, Beach Cartbr* Community Pool- Largest pool on the Key!br* Gated Communitybr* Siesta Key Trolley- free pickup in front of the resort entrancebr* Private Beach access to Crescent Beach across the streetbr* 25-year minimum age to rent restrictionbrbrBEDROOMS (Ninth Floor Condo)brBedroom 1: One King Bed (Ensuite Bathroom) / Balcony Access / 42 TV with cablebrBedroom 2: Two Twin Bed / Balcony Access / 42 TV with cablebrbrThe Anchorage Resort Amenity Access Included with Rental:br* Olympic-Size poolbr* 3 Lighted Tennis/Pickleball Courtsbr* Shuffleboardbr* Community BBQ areabr* Individual Picnic areas along the Canal/Intracoastal Waterwaybr* Exercise Roombr* Bike & Kayak Racks (subject to availability)br* Boat Dock/Seawallbr* Coin-Operated Washer/Dryer on Each FloorbrbrPool Information:br- Community Poolbr- Heated brbrResort Parking Rules:brThe resort allows a maximum of 2 cars.brVehicles must be registered with the front office during office hoursbrbrHOA Rules:brLead guest must be age 25 or older. ID is checked upon registration at the resort.brNo petsbrJanuary 1- April 16 Rentals are 7-nights beginning and ending on Saturday onlybr br brDistances from Resort to Shopping & Attractions:br* Daiquiri Deck South Siesta Key- 5-minute walk across the streetbr* Crescent Beach Private Beach Access- 7-minute walk across the streetbr* Toasted Mango Cafe - 9-minute walkbr* Siesta Key Watersports - .6 milebr* Siesta Key Village- 2.7 (trolley stop)br* Publix at Sarasota Pavilion- 1.4 milesbr* Marie Selby Botanical Gardens - 6 milesbr* Sarasota Bradenton Airport (SRQ) - 11 milesbr brWhy Choose this Rental br- Professionally managed to serve all your needsbr- Management company has over 26 years of experience hosting well over 200,000 familiesbr- Go straight to your rental with online email check-inbr- 24/7 on-call maintenancebr- Free On-Site Parkingbr- Smoke-free and pet-free for your comfortbr- Towels and linens are providedbr- Complimentary WiFibr brOur Starter Welcome packet supplies:br- 2 rolls toilet paper per bathroombr- 1 hotel-size bar soap per bathroombr- 1 hotel-size shampoo/conditioner per full bathroombr- 1 roll paper towelbr- 2 packet dishwasher detergentbr- Size 13-gallon Trash bagsbrAny supplies beyond this are up to the guest to replenish, we do not restock these items. brNo salt/pepper or cleaning supplies are stocked due to safety issues. brThis is an industry-standard practice.br brFOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights)brWe will collect a $1,500 deposit.brBalance is due 60 days prior to arrivalbrIf canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded.brIf canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit.brNo cancellation or modification 60 days or less prior to arrival.

Anchorage Resort 9th Floor 2-Bedroom Condo with Balcony- Gulf View! Pool/Beach

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

Select Dates for Price

Get ready to relax in this 2-bedroom condo in Siesta Key. The superb space features a king bed and two full beds, fully equipped kitchen plus a lovely living room with a sofa bed for extra comfort. Guests enjoy two excellent bathrooms, each equipped with a shower and a hair dryer. Included washer and dryer. Stay comfortable year-round with heating and AC, and keep up with your routine in the fitness room. Whether you’re unwinding after a day of adventure or preparing a meal in the well-appointed kitchen, this condo offers a welcoming retreat. We look forward to welcoming you to our place.

Cozy 2-bedroom condo with AC in peaceful Siesta Key right on the beach.

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$275.99

*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small village type atmosphere. This property is located within a community situated on these very beaches. The community offers beach access to a less crowded semi-private beach, swimming pool, shuffle board, and camp style grills. With such a central location, Siesta Key Village and South Village are just a few minutes ride away utilizing the free island shuttle or free ride services (tips only) available on the island. brbrEntering through the front door you will arrive in the living room furnished with comfortable lounge seating, TV, and dinette set. Moving towards the rear of the unit you have a 1/2 bath, great for coming in from the beach or pool and showering off. In the rear of the unit you will find the eat-in style kitchen. The kitchen is equipped with a 4 piece appliance package among other small appliances and basic to moderate cooking essentials. Access to the rear assigned parking spot is also through the back kitchen door. Back to the front of the unit, taking the stairs up to the second floor you will find two bedrooms and full bathroom. One bedroom is furnished with a queen-size bedroom set and equipped with TV. The second bedroom is furnished with two double-size beds and equipped with a TV. The two bedrooms share a full bathroom with combo tub/shower. brbrMinimum Stay Requirements: 1 week minimum reservation required mid December through mid August with 5 night minimum accepted a maximum of 30-days in advance during remaining months.

Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$630.75

At A Glancebr• Community poolbr• 2-Story Penthouse Unit with Amazing Views of the Gulfbr• Walk to North Siesta Village restaurants and shopsbr• 30-night minimum stay required per HOAbrbrProperty DescriptionbrWelcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experience with a partial view of the breathtaking Gulf of Mexico! brbrWith three-bedrooms, three-bathrooms and two outdoor seating areas, you can soak up the sun and enjoy the tropical breezes all day long! Inside, a fully equipped kitchen awaits you, ideal for culinary adventures or easy catering. Enjoy the spacious rooms complete with walk-in closets, providing plenty of space to comfortably accommodate your personal belongings. brbrEnjoy the beautiful decor with modern, coastal furnishings, adding to the serene and luxurious feel of the property, allowing you to fully embrace the beauty and relaxing atmosphere of the coast. brbrIn addition to your private retreat, you can also take advantage of the community pool, a perfect spot to cool off or enjoy a refreshing swim. brbrExceptionally located in the heart of North Siesta Key Village, this condo affords easy access to live music, shopping, and a fantastic selection of restaurants. Whether you feel like trying local seafood, exploring boutiques or simply enjoying the vibrant local music scene, the Village has something for everyone. Come experience the perfect balance of luxury, convenience, and the captivating beauty of the Gulf Coast in this exceptional Siesta Key penthouse condo. brbrBedroom Detailsbr• Primary Bedroom: King bedbr• Additional Bedroom: Double bedbr• Additional Bedroom: Queen bed brbrAdditional Featuresbr• Essentials: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need!br• Laundry: The condo has a washer and dryer available for your use.

Luxury 2-story Penthouse Condo! Penthouse Balcony Ocean Views!

Siesta Key, Florida, United States

3

Bed

3

Bath