Sarasota Area Rentals
From $144 per night (USD)HomeAway
Great Siesta Beach View! End unit with open kitchen; Fans. See the sunset here for your vacation.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Now with private WiFi. Your perfect vacation awaits in this Two Bedroom / Two Bath Condo right next to famous Siesta Key ...
From $144 per night (USD)HomeAway
From $200 per night (USD)VRBO
Manasota Key Beach House with pool, spa, private beach access, dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great beach house with deeded private beach access and stunning bay views. Hard to find rentals on Manasota Key so book ...
From $200 per night (USD)VRBO
From $435 per night (CAD)HomeAway
The Inn at Turtle Beach - Key Largo Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your romantic getaway will be perfect when it begins in the Key Largo cottage! As part of Turtle Beach Inn, our romantic ...
From $435 per night (CAD)HomeAway
From $435 per night (CAD)VRBO
The Inn at Turtle Beach - Bougainvillea Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Bougainvillea is a cozy and elegant King bed studio located at our quiet adults-only Inn. From your private patio wi ...
From $435 per night (CAD)VRBO
From $527 per night (CAD)HomeAway
The Inn at Turtle Beach - Blue Lagoon Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tucked away in the corner of our adults-only Inn on Siesta Key is our most private one-bedroom suite with a private entr ...
From $527 per night (CAD)HomeAway
From $461 per night (CAD)VRBO
The Inn at Turtle Beach - Sea Shell Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Modern meets the tropics in our Sea Shell studio! This cottage is our closest accommodation to the water's edge and capt ...
From $461 per night (CAD)VRBO
From $159 per night (USD)HomeAway
Come Stay In Paradise!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come spend your stay in paradise!! Sleeps up to 6. From the new multi-million dollar Indoor Fitness Pool and Wellness C ...
From $159 per night (USD)HomeAway
From $560 per night (CAD)VRBO
Turtle Beach Resort and Inn on Siesta Key, Florida Cottage - Montego Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our Montego Bay is not in Jamaica, it is located on Siesta Key, home of the number one beach in the country. When planni ...
From $560 per night (CAD)VRBO
From $461 per night (CAD)HomeAway
The Inn at Turtle Beach - Sandpiper Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
When planning a getaway and searching romantic resorts in Siesta Key, FL, opt for privacy and comfort by booking the San ...
From $461 per night (CAD)HomeAway
From $120 per night (USD)VRBO
Laurel Pines - Nice home in quiet cul-de-sac situated close to Casey Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
As you enter this pretty home you come directly into the living room which features a comfortable sofa, love seat and ch ...
From $120 per night (USD)VRBO
From $554 per night (CAD)HomeAway
Turtle Beach Resort and Inn on Siesta Key, Florida Cottage- Country Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your little cottage by the sea! The only accommodation on Siesta Key with a private porch that overhangs the water. Try ...
From $554 per night (CAD)HomeAway
From $138 per night (USD)VRBO
Kick back and relax in this renovated two bedroom condo with views of the gulf- great for families
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this newly furnished modern two bedroom beach front condo. It has everything you need for the beach, from a beach ...
From $138 per night (USD)VRBO
From $580 per night (CAD)HomeAway
Turtle Beach Resort and Inn on Siesta Key, Florida Cottage- Caribbean
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our most sought after cottage and we think the pictures say it all! This two-bedroom cottage boasts beautiful views of t ...
From $580 per night (CAD)HomeAway
From $230 per night (USD)VRBO
ROYAL at SARASOTA 4 Bedroom 3 Bathroom, Spacious, Remodeled with swimming pool.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Very spacious, all remodeled , freshly decorated, beautiful, 4 bedrooms 3 bathrooms, single family home in very nice and ...
From $230 per night (USD)VRBO
From $212 per night (CAD)HomeAway
Private Peaceful Secluded Resort with Private beach Pools Tennis Boat dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Secluded yet near everything. Siesta Key public beach has Drumline every Sunday until sunset. Private beach on property. ...
From $212 per night (CAD)HomeAway
From $150 per night (USD)VRBO
Fabulous new home with huge pool, minutes to Manasota Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful spacious home completed in summer of 2016. Minutes to Manasota Beach and house has park like setting in the ba ...
From $150 per night (USD)VRBO
From $100 per night (USD)HomeAway
Super cute fully renovated luxury beach cottage, walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful fully renovated beach cottage. Enjoy the new furnishings, kitchen with stainless appliances, quartz countertop ...
From $100 per night (USD)HomeAway
From $461 per night (CAD)VRBO
The Inn at Turtle Beach - Royal Palm Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel like royalty when you book our Royal Palm cottage at The Inn at Turtle Beach, a top choice among Sarasota beachfron ...
From $461 per night (CAD)VRBO
From $225 per night (USD)HomeAway
GULF VIEW SUNSETS ON SIESTA KEY BEACH!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This luxurious furnished 4 bedroom, 3 bath townhouse in the heart of Siesta Key. Perfect location to walk to the beach o ...
From $225 per night (USD)HomeAway
From $200 per night (USD)VRBO
BEST WINTER PRICES!! WATCH THE GULF OF MEXICO FROM YOUR LIVING ROOM😁
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely beach house is directly on the Gulf of Mexico beach! You can not possibly get closer to the blue waters of t ...
From $200 per night (USD)VRBO
From $474 per night (CAD)HomeAway
The Inn at Turtle Beach - Coconut Grove Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
As you enter into your private, spacious courtyard you will discover a bamboo archway enclosing your own private hot tub ...
From $474 per night (CAD)HomeAway
From $71 per night (CAD)VRBO
Florida Short-Term Rental 55+ Gated Community - Sarasota, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Background check and age verification required. $25.00 Application Fee per person. This is non-pet, non-smoking rental. ...
From $71 per night (CAD)VRBO
From $99 per night (USD)HomeAway
Nokomis Winter Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful two bed room and two full bath located in King's Gate community. Open floor plan and newly remolded kitchen. L ...
From $99 per night (USD)HomeAway
From $461 per night (CAD)VRBO
The Inn at Turtle Beach - Siesta Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Siesta is the perfect choice when dreaming of a vacation at a beach resort in Siesta Key. This elegant and spacious ...
From $461 per night (CAD)VRBO
From $580 per night (CAD)HomeAway
The Inn at Turtle Beach - Sunset Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy paradise with a fabulous view when you reserve the Inn's only second story suite. You could plan a romantic weeken ...
From $580 per night (CAD)HomeAway
From $527 per night (CAD)VRBO
Turtle Beach Resort and Inn on Siesta Key, Florida Cottage- Victorian
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Be enchanted by Old World Victorian charm with a tropical twist in the two-bedroom Victorian cottage! Unlike a tradition ...
From $527 per night (CAD)VRBO
From $250 per night (USD)HomeAway
Relaxing Tommy Bahama Home on Canal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Tucked away in the corner of a very quiet serene neighborhood on canal. Our bright quaint home away from home has everyt ...
From $250 per night (USD)HomeAway
From $527 per night (CAD)VRBO
Turtle Beach Resort and Inn on Siesta Key, Florida Cottage - Bahama Breeze
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Get in the Caribbean spirit and feel the Bahama breeze by booking this family-sized cottage when searching for beach hot ...
From $527 per night (CAD)VRBO
From $360 per night (CAD)HomeAway
The Inn at Turtle Beach - Sea Breeze Studio Suite - Adults Only, No Pets
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 1
You could look for a romantic hotel in Sarasota, but if you're looking for the ultimate tropical getaway on the beautifu ...
From $360 per night (CAD)HomeAway
From $110 per night (USD)VRBO
Dolphin - Nice home overlooking lake, minutes to shops, restaurants, beaches.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely home situated overlooking lake in S Venice. Short drive to Manasota beach and also to shops and restaurants. Livi ...
From $110 per night (USD)VRBO
From 120 € per night (EUR)HomeAway
Floridian Beach House in 5 Star Resort "Bay Indies"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This attractive, tasteful, newly furnished house with two bedrooms, each with a shower and bath is located in the 5 star ...
From 120 € per night (EUR)HomeAway
From $285 per night (USD)VRBO
5 minutes drive to nr. Siesta Key 2BR /1BA condo.Sienna Park.heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. Thi ...
From $285 per night (USD)VRBO
From $100 per night (USD)HomeAway
Castel Del Mare - 2 BR/2 Bath Condo, Walk To Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedrooms, 2 Baths, Sleeps 4, Third Floor With Elevator Minimum Stay Requirements - Jan - April 3 Months, 1 Month Res ...
From $100 per night (USD)HomeAway
From $279 per night (USD)VRBO
Lido Beach and St Armands Circle. Kingston Arms. Ultimate getaway.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A perfect relaxation destination for two! This location has everything. Five minutes walk to the beautiful Lido Beach an ...
From $279 per night (USD)VRBO
From $85 per night (USD)HomeAway
2-207 is a 2 BR / 2 BA island getaway on Longboat Key with a beautiful beach and pool area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area. This ...
From $85 per night (USD)HomeAway
From $225 per night (USD)VRBO
Private Estate on 2.5 landscaped acres 6 bedrooms sleeps 18
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 18
6 Bedroom 3 bath for family gatherings. This property is the same as another property listed here but this listing incl ...
From $225 per night (USD)VRBO
From $93 per night (USD)HomeAway
Steps From Heated Pool And Ocean. 2 Bedroom Two Bath. Ground Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Large Beachside Heated Pool - Situated ocean side our two bedroom, two bath condominiums are turnkey furnished and in ...
From $93 per night (USD)HomeAway
From $120 per night (USD)VRBO
Beachaven #6. Newly renovated. Coastal elegance. Best reviews. #1 condo #1 Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Here's your family's perfect opportunity to enjoy Siesta Key, the country's best beach, within the coastal, rustic elega ...
From $120 per night (USD)VRBO
From $88 per night (USD)HomeAway
Lovely 2 Bed 2 Bathroom Condo in a overlooking a lake and the golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom 2 Bathroom Condo with Lovely Lanai overlooking the golfcourse This property is in the Meadows golf and tennis ...
From $88 per night (USD)HomeAway
From $100 per night (USD)VRBO
Beatiful 2 Bedroom 2 bath Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Have your Paradise on a private beach! You will love this FULLY furnished, turnkey, 2 bedroom, 2 bath condo located on t ...
From $100 per night (USD)VRBO
From $414 per night (USD)HomeAway
Luxurious remodeled Gulf front, 2+2 stunner only
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bedroom, 2 bath plus office, newly renovated Gulf of Mexico beach front condo. This top floor (of 7) beach ...
From $414 per night (USD)HomeAway
From $55 per night (USD)VRBO
Penthouse Condo On Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the Gulf of Mexico views from our recently renovated penthouse apartment on Siesta Key. You will have access to th ...
From $55 per night (USD)VRBO
From $450 per night (USD)HomeAway
Tropical Pool Paradise, perfect location - walk to beach w/ private heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
** Siesta Tropical Pool Paradise home is a 4 Min walk to the #1 Rated Beach with the best white sands you have ever see ...
From $450 per night (USD)HomeAway
From $200 per night (USD)VRBO
AMAZING LOCATION LIDO KEY SARASOTA GULF VIEWS & WALK TO ST. ARMAND'S CIRCLE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing Location! Lido Key Beach Sarasota Gulf Views & walk to St. Armand's Restaurants & Shopping Enjoy Gulf views, a ...
From $200 per night (USD)VRBO
From $100 per night (USD)HomeAway
Siesta Key - Fantastic Location - Walk To Beach And Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming home has everything you need to make your stay comfortable and relaxing. It only takes a few minutes to b ...
From $100 per night (USD)HomeAway
From $60 per night (USD)VRBO
Playalido Unit #1 Vacation Home, Is Beach Complex A Few Steps-from Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Playa Lido Unit 1 is a 1bedroom with queen size bed, living room with queen size sleep-sofa, full kitchen, WiFi and flat ...
From $60 per night (USD)VRBO
From $200 per night (USD)HomeAway
10 MINS TO SIESTA KEY BEACH-Beautifully Remodeled All New 1 Bdrm Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
10 MINUTES TO SIESTA KEY This 1 bedroom, 1 bath 2nd floor condo is light and airy, newly remodeled neutral grey tones th ...
From $200 per night (USD)HomeAway
From $200 per night (USD)VRBO
Serene Sarasota Florida Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated 3 bedroom/2bath cottage home in a quiet 55+community. Two of the bedrooms have a queen bed and the third bed ...
From $200 per night (USD)VRBO
From $100 per night (USD)HomeAway
Beachfront 2 Bedroom Condo on Casey Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 bedroom 2 bath condo with a great view of the gulf. Watch amazing sunsets right from your sofa. Nice private ...
From $100 per night (USD)HomeAway
From $125 per night (USD)VRBO
Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Cozy Cove located near Turtle beach & Siesta Key Beach with amazing water views! We have a beautiful 2 story ...
From $125 per night (USD)VRBO
From $214 per night (USD)HomeAway
Penthouse Condo - Direct Beachfront -Million Dollar View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo is in the most requested part of the Crystal Sands complex because of the expansive panoramic view. The unit ...
From $214 per night (USD)HomeAway
From $100 per night (USD)VRBO
1Bd\1Ba Six Floor Unit Pool & Intracoastal View,Elevators, Wifi, Private parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wifi in Unit, Private Assigned Parking, Three Elevators, Senior shower grab bars, Handicap accessibly, High quality King ...
From $100 per night (USD)VRBO
From $117 per night (USD)HomeAway
Villas Mansion, Private Heated Pool, 4 Bedrooms, Wifi, Office, Sleeps 14
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
A family reunion or several families of friends and their pets can stay together in the spacious accommodations of Villa ...
From $117 per night (USD)HomeAway
From $199 per night (USD)VRBO
AMAZING BEACH COTTAGE - Sleeps 8 in Beds. Less than 1 Block to Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! If you want a cute ...
From $199 per night (USD)VRBO
From $179 per night (USD)HomeAway
Siesta Key Condo - Walk to America's #1 Siesta Beach! Perfect for Family!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your vacation on Siesta Key in a spacious three bedroom / two bathroom vacation rental. (Unit 1304) This condo is ...
From $179 per night (USD)HomeAway
From $73 per night (USD)VRBO
Bird Bay Village Villa Venice, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our Villa is almost 1200 sq ft, this 2 bed, 2 bath is open, bright, and airy with a lot of space. We have an assigned ca ...
From $73 per night (USD)VRBO
From $200 per night (USD)HomeAway
Luxury Beachfront Property Behind The Gates Of Longboat Key Club (3 MONTH MIN.)
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 6
This contemporary, fully furnished 1,400 sqft 2 bedroom, 1.5 bath comes with a breathtaking view of the pristine waters ...
From $200 per night (USD)HomeAway
From $80 per night (USD)VRBO
Beautiful home close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom house is only 0.3 miles from Nokomis Beach, Casey Key! Weekly and monthly rental discounts given! This ...
From $80 per night (USD)VRBO
From $109 per night (USD)HomeAway
Midnight Cove! Private beach with lounge chairs and umbrellas on beach
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully decorated ground floor and custom upgraded Bay side unit at popular Midnight Cove Beach to Bay on Siesta Key ...
From $109 per night (USD)HomeAway
From $400 per night (USD)VRBO
Recently renovated waterfront home on Lyons Bay with dock, pool and nearby beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy easy Florida living in this recently renovated 3 bedroom/2 bath private home that includes an additional separate ...
From $400 per night (USD)VRBO
From $250 per night (USD)HomeAway
Relax in Comfort @ Julianna's Gem in South Venice with Ferry access to beach
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
This house is ideal for a family or small group of friends, the house sleeps 4 comfortably in two bedrooms (extra guests ...
From $250 per night (USD)HomeAway
From $220 per night (USD)VRBO
2/2 (160) Club Corner: 2 BR / 2 BA condo in Sarasota, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 160 - 2 Bedroom 2 Bathroom Gulf Side Corner Club Condominium. This third floor 2 bedroom 2 bathroom condominium i ...
From $220 per night (USD)VRBO
From $189 per night (USD)HomeAway
Tropical Breeze Resort - 2 Private Patios. Courtyard Views. Short Walk to Siesta Key Village and Beach. INCLUDED: Daily Housekeeping, Bikes, 2 Pools/1 Spa, Beach Chairs, Beach Towels, WiFi, Parking , Games, BBQs and More!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical Breeze Resort - The Best Amenities, Location and Vacation Experience on Siesta Key! Located at the Westward por ...
From $189 per night (USD)HomeAway
From $421 per night (USD)VRBO
Breathtaking, unobstructed, panoramic views of the Gulf of Mexico on renowned Crescent Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on Siesta Key. This direct gulf and beach facing unit is located in column/stack 3, of the prestigious Crystal ...
From $421 per night (USD)VRBO
From $150 per night (USD)HomeAway
Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Just completely renovated in 2013 this 2 bedroom, 2 bathroom 1200 square foot condo is directly across from Siesta Key ...
From $150 per night (USD)HomeAway
From $159 per night (USD)VRBO
Tropical Breeze Resort - Full Kitchen, Living, Dining - Located in Siesta Key Village - Short Walk to Beach. 2 POOLS, 1 SPA. FREE Bikes, Beach Chairs, Beach Towels, WiFi, Parking , Games, BBQs and More!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical Breeze Resort - The Best Amenities, Location and Vacation Experience on Siesta Key! Do you want the perfect lo ...
From $159 per night (USD)VRBO
From $210 per night (USD)HomeAway
Unit 62 - Hot Special in May- 15 Percent Off- Offer valid May 1st until May 21st- VRBO bookings only
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 62- 1 Bedroom and 1 Bathroom Gulf Front Condominium. This 1 bedroom 1 bathroom fully renovated Gulf front condo is ...
From $210 per night (USD)HomeAway
From $284 per night (USD)VRBO
Lido Key Villas - Beautiful 1 BR Villa Across from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brand New Listing! Our spacious one-bedroom Villa sleeps 4 and is your home away from home. It has been fully remodeled ...
From $284 per night (USD)VRBO
From $60 per night (USD)HomeAway
Playalido Unit #6 127 Cleveland Dr
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Playa Lido Unit #6 is a 2 bedroom with Queen size bed, sleep-sofa in the living room, full kitchen, WIFI and TV. Laundry ...
From $60 per night (USD)HomeAway
From $229 per night (USD)VRBO
Never too early to plan your spring getaway
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
This immaculate home, located in the quiet community of Englewood, is just minutes away from the beaches, ...
From $229 per night (USD)VRBO
From $88 per night (USD)HomeAway
Beautiful golf course view from this condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom 2 Bathroom Condo with Lovely Lanai and a nice lake view This property is in the Meadows golf and tennis commu ...
From $88 per night (USD)HomeAway
From $325 per night (USD)VRBO
s!WINTER-SEASON PRICE BREAK,fr $99/ngt! Heated pool! 24-HOURS CHECK-IN!Free Wifi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! My full ...
From $325 per night (USD)VRBO
From $180 per night (USD)HomeAway
2/2 (307) Bayside T Model: 2 BR / 2 BA condo in Sarasota, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 307 - 2 Bedroom 2 Bathroom Bay Side Interior Condominium. This renovated second floor 2-bedroom 2-bathroom condomi ...
From $180 per night (USD)HomeAway
From $150 per night (USD)VRBO
Charming Pool Cottage - beautiful gem in peaceful location - La Casita
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This totally remodeled new 2 bedroom, 2 bathroom cottage has everything. A wood burning fireplace, salt water heatable s ...
From $150 per night (USD)VRBO
From $59 per night (USD)HomeAway
Stay In Luxury On Hyatt Siesta Key Beach At Hyatt Residence Club
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Expansive and spacious residence in a Hyatt Residence Club situated on Siesta Key Beach. Condo has a master and junior m ...
From $59 per night (USD)HomeAway
From $169 per night (USD)VRBO
REMODELED- 3 Bed 3.5 Bath Townhome-Sleeps 14. PRIVATE HEATED POOL and Game Room.
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 13
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Cute and Spacious ...
From $169 per night (USD)VRBO
From $228 per night (USD)HomeAway
A 2BR-2Bath Recently Remodeled @ Sea Shell Condos
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $228 per night (USD)HomeAway
From $50 per night (USD)VRBO
PREFER MAR “AND” APR 2020 BOOKINGS NO BOOKINGS FOR 2021 AT THIS TIME.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful, modern, 2-bedroom, 2-bathroom, fully furnished 1,200- sg. ft house, situated in the gated-community of 'Cam ...
From $50 per night (USD)VRBO
From $362 per night (USD)HomeAway
Spacious 4 BR / 4 BA, Wide Canal View Pool Home on St. Armand's Circle
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
SAVE $1,000 PER WEEK THIS MAY. $4,500 REDUCED FROM $5,500. Looking for your dream vacation home in the perfect locat ...
From $362 per night (USD)HomeAway
From $42 per night (USD)VRBO
Beautiful Siesta Key Beach Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CONGRATULATIONS!! You have just discovered one of Siesta Keys premier locations. Your vacation is very important to you ...
From $42 per night (USD)VRBO
From $150 per night (USD)HomeAway
NEW Vacation Home Minutes away from Siesta Key Beach & St. Armands Circle
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Brand new 3 Bedroom, 2 Bathroom home in Sarasota, FL. Located minutes away from Siesta Key Beach as well as numerous res ...
From $150 per night (USD)HomeAway
From $245 per night (USD)VRBO
Light And Bright 3-Bedroom At Beachplace With Pool And Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3-bedroom floorplan at Beachplace. Great views of the Gulf from the balcony and master bedroom. Updated furniture, appli ...
From $245 per night (USD)VRBO
From $386 per night (USD)HomeAway
Oceanfront 180-degree view on #1 Beach in America - Walk Downstairs to White Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront 180-degree view on the world famous Siesta Key Beach Enjoy full view of white sand Crescent Beach and the s ...
From $386 per night (USD)HomeAway
From $250 per night (USD)VRBO
Lido Key Penthouse - Ocean front
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome Snowbirds! This spacious one bedroom penthouse with large 4 piece bath, located directly on the Gulf of Mexico. ...
From $250 per night (USD)VRBO
From $174 per night (USD)HomeAway
Beautiful Floridian Villa with Private Pool!30%OFF
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for a peaceful and restorative vacation in the sun? Then look no further. Our spacious and luxurious Floridian v ...
From $174 per night (USD)HomeAway
From $249 per night (USD)VRBO
Siesta Key Condo / Walk to the Beach / Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
~~~ 2 Bedroom, 2 Bathroom condo / Heated pool / 2 Blocks to the beach ~~~ 2 Bedroom, 2 Bath condominium is located 2 bl ...
From $249 per night (USD)VRBO
From $259 per night (USD)HomeAway
Family Beach House w/ Big Pool, Lanai, PaddleBoard, Kayak & Wifi, Close to I-75!
- Bedrooms:
- 2.5
- Bathrooms:
- 3
- Sleeps:
- 10
35 five-star reviews says it all! The Sea Turtle Pool + Beach Home located a couple blocks from the coveted Nokomis Bea ...
From $259 per night (USD)HomeAway
From $300 per night (USD)VRBO
Walk or Bike to St. Armands and Lido Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Amarilla is completely remodeled and is simply gorgeous! The home is located within walking/biking distance, only ...
From $300 per night (USD)VRBO
From $125 per night (USD)HomeAway
Amazing View - 2 Bed 2 Bath Condo with Great Golf Course View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This highly sought after and beautifully decorated 2 bedroom / 2 bath condo located in Farmington Vistas, which is a sma ...
From $125 per night (USD)HomeAway
From $150 per night (USD)VRBO
Under 10 minutes to Siesta Beach! Walk to Gulf Gate Restaurants and Shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2020 (May - December) rates now available! Lower rates for monthly bookings! Best value in it class (2 bed, 2 bath, p ...
From $150 per night (USD)VRBO
From $159 per night (USD)HomeAway
Perfect for Families! Amazing 3 bedroom, 2 bath unit! Steps away from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Amazing Home, and ...
From $159 per night (USD)HomeAway
From $125 per night (USD)VRBO
Best Location/ Near Siesta, Downtown, Golf, And St Armands
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom/ 2 Bath condo. Great location near siesta and downtown. We live 1 mile from this property and have for 18 yea ...
From $125 per night (USD)VRBO
From $88 per night (USD)HomeAway
Beautifully updated kitchen in a 3 bedroom villa overlooking the golf course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
2 Bedroom 2 Bathroom Condo with Lovely Lanai overlooking the golfcourse This property is in the Meadows golf and tennis ...
From $88 per night (USD)HomeAway
From $95 per night (USD)VRBO
Tropical bungalow steps from Siesta Beach and Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Across the street from the beach at access #8 and #7. Two blocks to the Village with restaurants, bars, shop to drop sto ...
From $95 per night (USD)VRBO
From $120 per night (USD)HomeAway
Sunspot Cottage your 2BR/2B Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
The cottage is open concept with pecky cypress walls and beamed ceilings throughout. Feel like you are truly on vacation ...
From $120 per night (USD)HomeAway
From $101 per night (USD)VRBO
Palm Bay Club Bayside Well-Priced Rental Condo on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This standard-sized two bedroom condo in the Palm Bay Club sleeps six and has a good view of Sarasota Bay. The condo is ...
From $101 per night (USD)VRBO
From $189 per night (USD)HomeAway
3 Bedroom. Sleeps 10. Great Value. ACROSS the STREET from SIESTA KEY BEACH. Close to Everything. Shared Heated Pool and Game Room.Property Manager Program Included.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! This Siesta Key Vi ...
From $189 per night (USD)HomeAway
From $125 per night (USD)VRBO
Florida home near beaches golf boating and Dearborn St .
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy those Florida breezes in your 3 bedroom 2 bath home with a huge lanai off kitchen dining area. Location locati ...
From $125 per night (USD)VRBO
From $108 per night (USD)TripAdvisor
Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 14% to 40% per Week*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"All-In Price" 14% to 40% Discounted Rental Rates from $601 to $1,724 /Wk depending on the season (departure cleaning in ...
From $108 per night (USD)TripAdvisor
From $54 per night (USD)PerfectPlaces
L' Pavia, 2 Bedrooms, Heated Pool, Private 1 Car Garage, ...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The white sandy beaches of Venice are calling your name! L’Pavia is a two bedroom, two bathroom condo that sleeps ...
From $54 per night (USD)PerfectPlaces