Vacation Rentals in Siesta Key Sarasota.

Siesta Key Condo 9.6

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL
Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could th.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 10.0

Villa Siesta sits poetically in a walled, gated garden on deep, azure-colored Hansen Bayou with views of Sarasota Bay & City skyline. This architecturally unique 5400 sf villa is built around a spacious tower with winding 3 story staircase opening to each living level.

The romantic residence is located just a few blocks from Shell Beach, les.......read more

4 Bedroom(s)
6 Bath(s) Sleeps 8

Vacation Home

Siesta Key Condo 10.0

Location, Location, Location!
Located steps from the Gulf of Mexico, on the best part of the famous Crescent Beach. Our home offers beautiful full gulf views.
Welcome to our spacious, fully equipped condominium, minutes from great shopping, restaurants, and more! Recently remodeled kitchen. Many recent updates. Enjoy this beautiful, well-ma.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Condo 10.0

Welcome to this newly remodeled 6 person, 2-bedroom, 2-bath ground floor unit on Bay Side with a lovely canal view! Enjoy a roomy kitchen which provides plenty of countertop and cooking space, along with all new cabinets and dining ware. Full second bathroom with a walk-in tile shower. New vinyl flooring and bright walls along with an extended livi.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 9.8

Luxury condominium directly on world-famous Crescent Beach! Located at Siesta Breakers - one of the premier properties on Siesta Key. Enjoy this designer furnished unit - with quality flooring, cabinets, granite counter tops, kitchen appliances, two televisions, free wi-fi, and classic island-inspired furnishings. The property features a beautiful.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Condo 9.8

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL

Top beachfront unit at Fisherman's Cove!! Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8

Vacation Home

Siesta Key Condo 8.2

Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay, Fish from the Pier!

Nicely furnished ground floor condo located in the popular Bay Oaks resort on Siesta Key. Covered parking just steps from the unit. Living room has comfortable leather seating, with a queen sleeper sofa for additional sleeping. Both bedrooms have en-suit.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 8.8

Newly Refurnished Tropical Townhouse at Bay Oaks - Enjoy the large waterfront BBQ/Picnic area and fishing piers on the bay as you watch for dolphin in the bay waters!

Newly refurnished unit offers 2 floors of living space featuring 2 patios and a screened in lanai for plenty of outside space. New flooring, no carpet. Downstairs is the spacio.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 9.0

Welcome to our condo 8/205. Featuring beautiful wood floors, Siesta Dunes Beach 205 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it’s easy on the wallet while its lovely atmosphere makes it a great home to return to for relaxing.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 9.0

2nd floor, (stairs) Beachfront 2BR/1.5BA. Fully remodeled! See the new Virtual Tour for pictures or a slideshow. King bed in master, 2 twins in guest bedroom. Washer and Dryer in the unit. Cable TV, phone, complimentary wi-fi. AMAZING full view of the beach! Extended living area goes all the way out to the glass sliders, (unit is also screened-in.).......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Apartment 9.0

SIESTA KEY BEACH RESIDENCE: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 1st floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1 .......read more

3 Bedroom(s)
3 Bath(s) Sleeps 9

Vacation Home

Siesta Key Apartment 8.8

SIESTA KEY BEACH RESIDENCE: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 2nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1 .......read more

3 Bedroom(s)
3 Bath(s) Sleeps 9

Vacation Home

Siesta Key Condo 9.6

This updated, relaxing, modern, beachfront condo, offers partial beach views and a straight walk to the sugary white sand and crystal-clear water! With 3 bedrooms, 2.5 bathrooms, this home comfortably sleeps 8. Wake in the master bedroom’s king size bed to enjoy the Gulf of Mexico views from your own private balcony. In the second bedroom, is a q.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8

Vacation Home

Siesta Key Condo 9.0

New Listing in Bay Oaks!!! Fabulous 3rd floor condo in popular Bay Oaks on the BAY ((elevator bldg.) close to Siesta Key public beach as well as Crescent Beach. Plan your beach vacation with us today!! Feel at home in our 2 bedroom, two bath condo with all the complex amenities you could ask for all wrapped up in a relaxing atmosphere. Nearby .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 5

Vacation Home

Siesta Key Condo 8.0

This ground floor 2 bedroom, 2 bathroom unit is nicely updated and comfortably furnished with easy access to the pool and the beach. Our Property is managed by the Siesta Dunes Rental Office and the staff is available to assist you during your stay.

Amenities include:

Gulf View, from 1st Floor

King in Master Bedroom

Show.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Condo 9.6

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale
Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL
Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could th.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 9.6

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!

Talk To The Sand by Siesta Key Luxury Rental Properties
Home in Siesta Key, Florida

Your dream vacation awaits at Talk To The Sand, a spectacular home with a fabulous backyard, a hot tub, pool, a waterslide, and a rooftop deck whe.......read more

7 Bedroom(s)
8 Bath(s) Sleeps 14

Vacation Home

Siesta Key Condo 9.8

HERE'S 23 TOP REASONS why This Condo Unit is the Perfect Place to Stay for Your Siesta Key Vacation. Also, read below about our new exclusive rain policy.

1. Unbelievable breathtaking beach views! Take the elevator to the 3rd floor. Open the door to our unit 304. Experience an unforgettable 3rd floor vantage point view offering 180 degre.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4

Vacation Home

Siesta Key Private vacation home 10.0

Enjoy this private pet friendly house with your own swimming pool, in beautiful Siesta Key. Oversized private lot. Renovated main bathroom and master bathroom. Custom designed high end rain showers. ** HEATED POOL ** Walk to Crescent Beach or beach access 10 - Walk to the North Village or ride bikes. This well maintained vacation home comes fully.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8

Vacation Home

Siesta Key Condo 9.6

Condo was fully remodeled in the summer of 2020 complete with beautiful new flooring. Kitchen was completely redone with new cabinets, quartz countertops, and all Stainless Steel appliances.

TV's in both bedrooms
Two new Recliners in Living Room
55" HD LED TV with DVR and Blu-ray Player in LR
King bed in Master B.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 9.8

Stunning Updated Condo with Spectacular Siesta Key Beach Views! Our House At The Beach! Enjoy panoramic views of the Gulf of Mexico & Siesta Key Beach, to fantastic sunsets & downtown Sarasota, all from 12 floor-to-ceiling sliding doors that open onto 2 huge balconies. Full gulf facing corner unit on the 6th floor, accessible by stairs or elevator,.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 7.6

Welcome to Surfside! Where you will experience beautiful Siesta Key Living! This 3-Bedroom, 2.5-bathroom home sleeps up to 6. Relax on the spacious rooftop sun deck and take in the amazing sweeping views of our world-famous beach, Siesta Key. Inside, on the first living level, you will find a large, open living area, a half bathroom, a nice sized b.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8

Vacation Home

Siesta Key Condo 10.0

Fabulous totally remodeled 3 bedroom 2 full bath full gulf view unit! The unit is on the 4th floor in a 7 story building. Approximately 1600 Sq. ft. of living space. Master bedroom features King "Sleep Number" bed, large walk-in closet, with view of beach and glass sliders out to the screened lanai. Master bath has dual sinks and large, gorgeous st.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 9.6

FABULOUS DIRECT BEACHFRONT THIRD FLOOR WALK UP! 180 DEGREE PANORAMIC VIEW! Completely remodeled in Nov. 2010! Granite countertops, custom cabinetry, new furniture and porcelain tile throughout. Two bedroom 1.5 bath with washer/dryer, open balcony, Tommy Bahama decor, and so much more! The view is among the best at Midnight Cove! Living room feature.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Condo 6.0

UNIT COMPLETELY REMODELED AND
SPECTACULAR! ALL BRAND NEW UPGRADES AND DECOR! NEW VIRTUAL TOUR! Full and fantasic Gulf of Mexico and Crescent Beach view from this seventh floor 2 bedroom/2 bath 1400+ sq. ft. unit! Enjoy the Siesta sunsets from the spacious screened lanai and listen to the sleepy sounds of the surf from the master bedroom! Living.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 9.8

Magnificent 6th floor, quiet, end/corner unit with over 1600 sq. ft. of spacious living space. The unit is a 3 bedroom 2 full baths. Master bath has large walk in shower with dual sinks. Guest bath is tub/shower combo. Tile flooring through the entire unit except the larger guest bedroom with queen bed which is carpet. Light and bright tasteful dé.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 8.4

DIRECTLY ON #1 BEACH, SIESTA BEACH
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 4-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 12 guests. This home comes equipped with a full kitchen, a dining area, and a spacious l.......read more

4 Bedroom(s)
4 Bath(s) Sleeps 12

Vacation Home

Siesta Key Condo 6.8

Great ground floor gulf front 2 bed/2 bath unit. Step out back door of spacious screened lanai that is only steps to pool and the famous white sands of Crescent Beach. Relax on the lanai while enjoying the view of the tropical grounds and beach. Living room offers a leather queen sofa bed, TV/VCR/DVD and laminate wood flooring. Very large kitchen .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 7.6

!!! NEW PHOTOS COMING SOON !!! Currently under construction while being remodeled, scheduled to be completed on Jan. 30 2019 ---------Only steps to the soft, white, sugary sand! Look at the beautiful beachfront view from this spacious 2-story, 2bed/2.5 bath townhouse overlooking the pristine blue waters of the Gulf of Mexico! Open your living rooms.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 6.0

Take a look at this beautiful newly remodeled and redecorated unit! Ground floor 2/2 1400+ sq. ft. with slider glass enclosed lanai for a little more privacy. Open the sliders and still get the screened lanai effect and experience the cool tropical breeze from the Gulf of Mexico. Kitchen and baths have granite counter tops and all flooring is cove.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 10.0

Beachfront, ground floor 2BR/1.5BA unit. Sit and watch the gorgeous sunset from your ceramic tiled screened-in lanai, just steps to the beach! Fully carpeted living & bedrooms. Kitchen features custom cabinets and meganite countertops. Master bedroom has a King bed and T.V. Master bath features a walk-in shower with a built in seat and glass doors........read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Condo

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 twi.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 6.0

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 ma.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 9.4

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 s.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 10.0

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.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 7.0

Step outside the spacious screened lanai of this ground floor unit to the soft sugary sands of Crescent Beach. It's like having the beach in your own back yard! Ceramic tile floors throughout. Beautifully decorated living room has Flat screen TV & DVD. Kitchen features custom cabinetry, granite countertops and stainless steel appliances. Master be.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Condo 10.0

Just finished a FULL remodel! 2BR/2BA Canal-Front unit that sleeps 4. Spacious living area with brand new 60" Flat Screen TV! Gorgeous new kitchen, fully stocked with glassware, plate ware, utensils, cookware, all new stainless appliances, Keurig single serve coffeemaker. Spacious extended living area with view of boat docks and canal. King bed in .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Condo 10.0

BEAUTIFUL & NEWLY RE-DECORATED 2 BED/2BATH; over 1400 s.f. located on the first floor. Ceramic tile floors in living areas. Dine al fresco or sip a margarita on the spacious screened lanai at the table or high top bar overlooking the lush tropical grounds, crystal white sands of the beach and aqua blue waters of the Gulf of Mexico. You are only ste.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 8.8

Owner takes pride in this beautifully decorated 2nd floor unit. 2 bedroom 1 1/2 baths. Newly remodeled! Very cozy and comfortable with amazing tranquility and peacefulness courtesy of the laid back, canal-front setting. The unit features ceramic tile floors and a den-like sitting room off of the living room. Lanai is glass enclosed, but the sliders.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 7.0

Very comfortable 2 bed/2.5 bath second floor townhouse overlooks the tranquil waters of the canal and boat docks. Enjoy the Florida lifestyle relaxing on the spacious glassed-in and screened lanai. Tastefully decorated living area offers sofa bed, TV, & VCR. DSL Wireless Internet connection. Large dining area and kitchen comfortably accommodates yo.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo

Full Remodel JUST COMPLETED- Dec. 2016!!! VERY SPACIOUS 5th Floor 3BR/2BA corner unit overlooking the tranquil waters of the intracoastal waterway. The glass enclosed lanai stretches from the living room to the master bedroom. Living room is adorned in Florida decor and has TV, DVD. Master bedroom has King size bed & TV. Master bath has large walk .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 6.0

Gorgeous view from this 5th floor 1400+ sq. ft. unit! Light and bright decor includes ceramic tile and carpeted living and dining areas. Living room has sofa bed, Flat screen TV & DVD. Enjoy the Siesta sunset from the spacious screened lanai. Master bedroom has king size bed with flat screen TV and master bath features a large walk in shower. Guest.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 10.0

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. Li.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 10.0

Beautifully updated and redecorated unit on the 2nd floor in the mid-rise building on the Gulf Side with Gulf View! 2 bedroom, 2 full bath with washer & dryer in the unit. The Master bedroom has a king bed with a sliding glass door out to the lanai. The master bath has large walk-in shower with dual sinks. The guest bedroom has 2 double beds. The g.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Condo 10.0

Fabulous view from this seventh floor two bedroom/two bath 1400+ s.f. unit. Enjoy the sights and sounds of the tropics from the spacious screened lanai that overlooks famous Crescent Beach! Tastefully decorated and offers a TV/DVD, VCR and a stereo in living room. Master bedroom features a queen size bed and TV. Master bath has roman tub. Guest be.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4

Vacation Home

Siesta Key Private vacation home 10.0

Recently refurbished! Enjoy the best of both worlds during your Florida vacation in this cozy, tranquil oasis. Canal front and lush tropical garden view from this 2 bedroom/1.5 bath first floor unit. Step out the back door of the spacious screened lanai to walk along the beautiful grounds. Less than a five minute walk to your private piece of world.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

Siesta Key Private vacation home 10.0

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.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 4

Vacation Home

Siesta Key Private vacation home 10.0

UPDATED KITCHEN AND BATHROOMS. What a fabulous light and bright 2 bed/1.5 bath third floor unit with ceramic flooring in the living area! Enjoy a cool tropical drink on the open balcony overlooking the white sugary sands of Crescent Beach and the azure blue waters of the Gulf of Mexico! Living room offers TV, DVD/CD Player and vibrant colored furn.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home