Sarasota Area Rentals
From $179 per night (USD)VRBO
221 ONE-BEDROOM - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to paradise! Beautifully decorated with designer's touches. This 1 bedroom unit is completely updated and fur ...
From $179 per night (USD)VRBO
From $179 per night (USD)VRBO
240 ONE-BEDROOM - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fresh renovations enhance your stay in this wonderfully comfortable and spacious one bedroom unit. The bedroom has both ...
From $179 per night (USD)VRBO
From $179 per night (USD)VRBO
216 ONE-BEDROOM - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The living area of this unit that overlooks the beach level is in Floral shades of blue with blue carpeting that make th ...
From $179 per night (USD)VRBO
From $152 per night (USD)VRBO
255 STUDIO - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Second floor gulf front studio with a modern style neutral tones. Comfortable and cozy with a king bed, swivel recliner, ...
From $152 per night (USD)VRBO
From $179 per night (USD)VRBO
215 ONE BEDROOM - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Comfy and cozy ground floor one bedroom condo with a king bed . Seashells, books and oversized soft furniture, with slee ...
From $179 per night (USD)VRBO
From $152 per night (USD)VRBO
246 STUDIO - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to this direct beachfront condominium unit #246 with spectacular ocean, beach and sunset views. This condominium ...
From $152 per night (USD)VRBO
From $179 per night (USD)VRBO
210 ONE-BEDROOM - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious ground floor, end unit with lots of natural light. Good location , low traffic area, convenient tiki situated ...
From $179 per night (USD)VRBO
From $250 per night (USD)VRBO
Dreamview Beach Condo- 3rd floor Romantic Getaway directly on The Beach!
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 3
Covid-19 Altez Vacations is committed to the safety and well-being of its guests. As such we have adopted additional c ...
From $250 per night (USD)VRBO
From $152 per night (USD)VRBO
220 STUDIO - Diplomat Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Nicely updated with tiled flooring, a modern kitchen and the totally updated bathroom features a walk-in shower. The un ...
From $152 per night (USD)VRBO
From $254 per night (USD)VRBO
Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Your dreams of a luxurious vacation have suddenly become true when you stay in this 3 bedroom 2.5 bathroom vacation home ...
From $254 per night (USD)VRBO
From $147 per night (USD)VRBO
Siesta Key Anchorage Resort Condo with Private Beach Access, docks, Tennis, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step out of reality and into a dream at this Siesta Key oasis. Wood floors and neutral tones give this vacation home the ...
From $147 per night (USD)VRBO
From $199 per night (USD)VRBO
Condo 103 Vacation In Paradise in this beautiful 2BRs 2Baths home away from home at Sea Shell Beach Front Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and sink your toes into the cool powdery white sand right outside our backyard, see the incredible sunsets and enjo ...
From $199 per night (USD)VRBO
From $529 per night (USD)VRBO
Spacious 2 Story Gulf Front Home with Balconies & Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
7930 Manasota Key Road - VRBO 1831307 A spectacular home situated on over an acre of direct Gulf front property at the ...
From $529 per night (USD)VRBO
From $140 per night (USD)VRBO
Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palm tree lined views and gorgeous sunsets are all what this vacation home is about! Located just minutes from the beach ...
From $140 per night (USD)VRBO
From $133 per night (USD)VRBO
Anchorage Resort PENTHOUSE condo in Siesta Key with private beach access, Pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
They always say the best views are at the top and we can confirm this is absolutely true! Stay in this 2 bedroom 2 bathr ...
From $133 per night (USD)VRBO
From $125 per night (USD)VRBO
Beautiful Siesta Key Villa - Find Your Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Covid-19 Altez Vacations is committed to the safety and well-being of its guests. As such we have adopted additional c ...
From $125 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your vacation begins as soon as you step into this gorgeous vacation home located in Siesta Key! With 2 bedrooms and 2 b ...
From $147 per night (USD)VRBO
From $699 per night (USD)VRBO
8 Steps to Beach Path of #1 Beach in the Country! - Old Man and the Sea Inn
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 32
A Gertrude Rentals property. In Siesta Key’s best beach neighborhood, just 8 steps to the sand of the beach path! The ...
From $699 per night (USD)VRBO
From $144 per night (USD)VRBO
2-bedroom 2- full bath end unit, walk out access to Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to La Siesta Unit 112! This quiet 2-bedroom 2- full bath end unit is located on the ground floor of the complex ...
From $144 per night (USD)VRBO
From $254 per night (USD)VRBO
Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
Make Siesta Key your summer destination and stay in this gorgeous vacation home! This spacious home is outlined with 3 b ...
From $254 per night (USD)VRBO
From $249 per night (USD)VRBO
Gorgeous, Fully Furnished 3 Bed/2 Bath With Private Pool Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the relaxed but vibrant vibe of Sarasota, Florida. Just 15 min (5 MI) to the beautiful white sand beaches of ...
From $249 per night (USD)VRBO
From $175 per night (USD)VRBO
Newly Re-Listed! Winter 2022 Available!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Little Blue! This charming 1940’s bungalow is located in Downtown Sarasota’s Historic District. Walk or bik ...
From $175 per night (USD)VRBO
From $72 per night (USD)VRBO
OCEANVIEW Condo in Venice - FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful beachfront condo provides views of the beach and gulf. This unit has been recently remodeled with tile floorin ...
From $72 per night (USD)VRBO
From $85 per night (USD)VRBO
Ground floor 2BDR Condo In Farmington Vistas on Plantation Golf and CC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Venice vacation rental ground floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate lan ...
From $85 per night (USD)VRBO
From $150 per night (USD)VRBO
4 Bedroom Home with Lakeview
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Just Listed-Available for rent This 4 bedroom, 2 bath home is located within the quiet, upscale gated community of Willo ...
From $150 per night (USD)VRBO
From $300 per night (USD)VRBO
Vacation Rental Minutes From the World Famous Gulf Coast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get away to a resort style condo nestled in a quiet-Tuscan style gated community minutes away from Florida's gleaming wh ...
From $300 per night (USD)VRBO
From $1250 per night (USD)VRBO
Lido Beach Penthouse 3 Lanais with Fab Gulf Views 2Bd-2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax at the quiet beach during the day, then walk 9 minutes to world famous St Armand's Circle for dinner, drinks and s ...
From $1250 per night (USD)VRBO
From $85 per night (USD)VRBO
Luxurious Gulf Condo - Short Walk to Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 WEEKS MINIMUM PLEASE PER STRICT HOA RULES - NO EXCEPTIONS Sarasota airport 15 miles, Tampa 65 miles, Disney World 130 ...
From $85 per night (USD)VRBO
From $100 per night (USD)VRBO
Peaceful, Private, Perfectly Located 2 Bd. With A Waterfront View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up to a tranquil water view from your bedroom, living room and kitchen in this beautifully decorated 2 bedroom 2 ba ...
From $100 per night (USD)VRBO
From $459 per night (USD)VRBO
Waterfront Home able to walk to Beach-Wifi-Private Road, 5 Homes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waterfront home situated on a peaceful canal looking across to a retirement community. The view from the lanai is of ma ...
From $459 per night (USD)VRBO
From $120 per night (USD)VRBO
Central Cocoanut, Downtown, SRQ, Lido, Ringling
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Our urban getaway is near Lido beach, St. Armands circle, downtown and Main Street, close to all the wonderful culture t ...
From $120 per night (USD)VRBO
From $25 per night (USD)VRBO
Pinecraft Cottage - In the heart of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the heart of Sarasota, our cottages are tucked away in the beauty and nature that surrounds Pinecraft. We are ...
From $25 per night (USD)VRBO
From $159 per night (USD)VRBO
Island condo in Paradise!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly updated light and tasteful 1st fl. end unit on the island of Venice! 1 block from the beach and 4 blocks from hist ...
From $159 per night (USD)VRBO
From $150 per night (USD)VRBO
Full Gulf Views Across from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Panoramic View of the Gulf of Mexico and unobstructed city views from this spacious 2 bedroom, 2 bath non-smok ...
From $150 per night (USD)VRBO
From $150 per night (USD)VRBO
Beautiful pool and beach access all within walking distance of downtown.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, location, close to downtown, private beach, bike to anywhere on Venice Island. Beautiful 3 bedroom that can s ...
From $150 per night (USD)VRBO
From $350 per night (USD)VRBO
Waterfront Pool Home with Gulf Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful relaxing quiet neighborhood on a dead end street. Relax by the saltwater pool or fish off the dock for Snook, ...
From $350 per night (USD)VRBO
From $120 per night (USD)VRBO
Cozy Corner Home near Warm Mineral Springs and Beaches !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, yet spacious with wood and tile floors and carpeted bedrooms. Master bedroom has queen size bed and bathroom with ...
From $120 per night (USD)VRBO
From $271 per night (USD)VRBO
Little Lido Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
<strong>AT A GLANCE</strong> <li type="circle"> Cozy beach house on stunning Lido Key</li> <li type="circle">3 Bedroom ...
From $271 per night (USD)VRBO
From $140 per night (USD)VRBO
Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Home away from home is exactly how this gorgeous vacation home has been described. Filled with lush furnishings, warm co ...
From $140 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 5th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Warm natural light fills this home making it the vacation oasis you have always dreamed about! With 2 bedrooms and 2 bat ...
From $147 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 2nd floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this 2 bedroom 2 bathroom vacation home located in the heart of Siesta Key. Bright whites, tropical splashes ...
From $147 per night (USD)VRBO
From $105 per night (USD)VRBO
Perfect Waterfront- Second Floor Canal-side Condo- NEWLY RENOVATED! Boat dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BRING YOUR BOAT!! Begin your tropical vacation by staying in this gorgeous waterfront condo located minutes from Boca Gr ...
From $105 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In quaint Siesta Key you'll find gorgeous beaches, beautiful views and this amazing vacation home! Boasting 2 bedrooms a ...
From $147 per night (USD)VRBO
From $140 per night (USD)VRBO
Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Minutes from the beach and steps from the pool lies this gorgeous vacation home ready for you and your family. Located i ...
From $140 per night (USD)VRBO
From $254 per night (USD)VRBO
Anchorage Resort 2nd floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Anchorage and this stunning 3 bedroom, 2.5 Bathroom, 2,350 sq. ft. rental located near the beautiful Sies ...
From $254 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort PENTHOUSE condo in Siesta Key with private beach access, Pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Forget about all your worries when you stay at this gorgeous penthouse located in Siesta Key. A perfect 2 bedrooms and 2 ...
From $147 per night (USD)VRBO
From $133 per night (USD)VRBO
Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright colors and warm neutrals fill this gorgeous home to create an atmosphere like no other. Just a few minutes from t ...
From $133 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your stay in this immaculate vacation home will be nothing short of incredible! 2 bedroom and 2 bathrooms outline this h ...
From $147 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your dream vacation awaits you here in this gorgeous Siesta Key 2 bedroom 2 bathroom home! Filled with the luxuries of v ...
From $147 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 5th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
White sandy beaches, warm sun, and a vacation of a lifetime are just a few short clicks away when you book this vacation ...
From $147 per night (USD)VRBO
From $140 per night (USD)VRBO
Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your tropical paradise awaits you in this gorgeous 2 bedroom 2 bathroom home located in gorgeous Siesta Key. Just a shor ...
From $140 per night (USD)VRBO
From $140 per night (USD)VRBO
Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This sun-filled oasis is sure to please on your next vacation to Siesta Key! Outlined with 2 bedrooms and 2 bathrooms, t ...
From $140 per night (USD)VRBO
From $140 per night (USD)VRBO
Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this pristine 2 bedroom, 2 bathroom home located in gorgeous Siesta Key! Just minutes from the beach, this va ...
From $140 per night (USD)VRBO
From $133 per night (USD)VRBO
Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just steps from the water and minutes from the beach you will find this amazing 2 bedroom 2 bathroom vacation home locat ...
From $133 per night (USD)VRBO
From $147 per night (USD)VRBO
Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This striking 8th floor vacation home is sure to change how you vacation forever! With 2 bedrooms and 2 bathrooms, you a ...
From $147 per night (USD)VRBO
From $90 per night (USD)VRBO
UPSCALE OASIS IN SARASOTA! - NEW CONSTRUCTION
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Modern design and central location close to Downtown and the Beaches. This house is at the center of everything Saraso ...
From $90 per night (USD)VRBO
From $45 per night (USD)VRBO
The Captains Quarters efficiency apartment with pool.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This brand new efficiency apt, has it all! Brand new Murphy bed, kitchen with microwave, mini fridge, toaster-oven, coff ...
From $45 per night (USD)VRBO
From $150 per night (USD)VRBO
Perfect Venice Island Vacation Home!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
When you think cozy cottage, located right on the desirable Island of Venice, our property at 236 San Marco will certain ...
From $150 per night (USD)VRBO
From $400 per night (USD)VRBO
Newly Renovated Beach House on canal * 5 minute walk to village and beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This property has been completely remodeled and redecorated with new furniture, new luxury vinyl floors and a whole new ...
From $400 per night (USD)VRBO
From $53 per night (USD)VRBO
One Bed Room Condo In Sarasota - Professionally Cleaned
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A beautiful condo in the sunny state of Florida, it houses all amenities you could possibly wish for to have the most co ...
From $53 per night (USD)VRBO
From $180 per night (USD)VRBO
Unit 354-2 Bedroom 2 Bathroom Bay Side Standard Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This first floor 2-bedroom 2-bathroom condominium is located on the Bay side of our property. The Bay side has a pool, ...
From $180 per night (USD)VRBO
From $75 per night (USD)VRBO
Sunrise Cove - Siesta Key Large 3 BR/2 BA, Beautiful Water Views and Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated 3 bedroom end unit with plenty of windows and gorgeous views. Right on the Bay with views of both ...
From $75 per night (USD)VRBO
From $130 per night (USD)VRBO
Vacation Retreat Villa/Heated Pool, Jacuzzi, Tennis/Close to Beaches, Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Timberwoods, now called Village Des Pins is park like with lakes, mature pine trees, oversized heated pool, Jacuzzi, 2 t ...
From $130 per night (USD)VRBO
From $103 per night (USD)VRBO
Siesta Key Condo on America's #1 Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Top floor unit refreshed for the season! Bright and cheery, freshly painted, new linens and some new furniture! Brand ne ...
From $103 per night (USD)VRBO
From $228 per night (USD)VRBO
Condo 505 Designer docorated 2BRs 2Bath condo with a glorious view from the top floor at Sea Shell Beach Front Property loacted on Siesta Key Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
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)VRBO
From $85 per night (USD)VRBO
Tiny House Blue Lifeguard Stand located 3/4 of a mile from the beach in our Tiny House park!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located just over the bridge from Siesta Key and minutes away from Sarasota's thriving dining and arts districts, our su ...
From $85 per night (USD)VRBO
From $130 per night (USD)VRBO
Long term discounts / Resort Style Vacation Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Village Des Pins is park like with lakes, mature pine trees, oversized heated pool, jacuzzi, 2 tennis courts, putting gr ...
From $130 per night (USD)VRBO
From $350 per night (USD)VRBO
Luxurious Waterfront Home Walking Distance from Lido Beach and St Armands Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Home away from home plus more in this Luxurious Lido Key rental in Sarasota, Florida. This fully updated, spectacular ho ...
From $350 per night (USD)VRBO
From $29 per night (USD)VRBO
POOL VIEW V5 Luxury King Bedroom Siesta Key Walk to beach DAILY SPECIALS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals Villa 5 is a ground floor luxury studio suite The entire stud ...
From $29 per night (USD)VRBO
From $95 per night (USD)VRBO
Siesta Beach-Great Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
COVID-19 UPDATE: All Covid restrictions have been lifted by the Governor. All restaurants and beaches are open! Imag ...
From $95 per night (USD)VRBO
From $190 per night (USD)VRBO
Unit 98- 1 Bedroom and 1 Bathroom Condominium with Partial South Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 98- 1 Bedroom 1 Bathroom Condominium with Partial South Gulf Views. | This newly renovated 1 bedroom 1 bathroom co ...
From $190 per night (USD)VRBO
From $425 per night (USD)VRBO
Family-Friendly Retreat - 2 Master bedrooms with ensuites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This wonderful pool home is located in the heart of Sarasota and just minutes away from the world-famous Siesta Key Beac ...
From $425 per night (USD)VRBO
From $200 per night (USD)VRBO
Fully Remodeled Siesta Key/Sarasota Beach House-2 mi from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the highly desirable Gulf Gate neighborhood walking distance to restaurants, bars, shops and only a short dr ...
From $200 per night (USD)VRBO
From $150 per night (USD)VRBO
Bayfront House with Amazing Views -- Heated Pool & Boat Dock
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
This is one of the most popular and rented homes in the Venice area. It stays full most all year round with many regula ...
From $150 per night (USD)VRBO
From $85 per night (USD)VRBO
Beautiful golf course view from this condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom 2 Bathroom Condo with Lovely Lanai overlooking the 16th hole with two lakes This property is in the Meadows g ...
From $85 per night (USD)VRBO
From $165 per night (USD)VRBO
Rent Siesta Now Vacation Rentals - Twin Palms 2-BEDROOM, 1 BATH, SLEEPS 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Twin Palms is an adorable 2 bedroom, 1 bath, private beach cottage. This 850 sq.ft. private cottage has everything you ...
From $165 per night (USD)VRBO
From $93 per night (USD)VRBO
Fully Renovated, BEAUTIFUL 2-Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fully renovated, beautiful two-bedroom villa (a larger size within the VDP- Village des Pins complex) with attached gara ...
From $93 per night (USD)VRBO
From $125 per night (USD)VRBO
BEACHFRONT VENICE ISLAND COMPLEX
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful Bahia Vista Gulf 2nd floor canal front condo. This tropical complex is Bay to Gulf and just steps away to the ...
From $125 per night (USD)VRBO
From $75 per night (USD)VRBO
Tropical Escape. Discover Real Florida, UP CLOSE!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 16
Enjoy nature and everything Sarasota! • Refreshing breezes on your private wrap-around deck perched above 2 acres of Re ...
From $75 per night (USD)VRBO
From $150 per night (USD)VRBO
NEW LISTING! Waterfront, 6 mins. to beach. Updated 3 Bdrm, 2 bath house, pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
6 Minute drive (or 15 minute bike ride) to peaceful, Manasota Key Beach. Located on a deep, wide water canal with no fi ...
From $150 per night (USD)VRBO
From $150 per night (USD)VRBO
Heated pool and spa home close to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Location: Sarasota, Gulf Gate, Florida, USA - near Siesta Key Beach, which is voted #1 in the USA Accommodation: This p ...
From $150 per night (USD)VRBO
From $255 per night (USD)VRBO
Breathtaking Top Floor Views of the Beach and Water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Paradise on Siesta Key! Come, relax and dream on our patio on the top floor and enjoy seeing the water lappin ...
From $255 per night (USD)VRBO
From $300 per night (USD)VRBO
Unit 63 - 2 Bedroom 2 Bathroom Condominium With Gulf Front Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 63- 2 bedroom and 2 bathroom Gulf Front Condominium. | This two bedroom two bathroom gulf front condo is located ...
From $300 per night (USD)VRBO
From $159 per night (USD)VRBO
Luxurious 2BR/2 Bath Condo- Best View In The Meadows
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Life is grand in The Meadows in our 2 bedroom, 2 bath condo. The premier end unit in highly desirable Sheffield Greene f ...
From $159 per night (USD)VRBO
From $199 per night (USD)VRBO
Discounted Rates! Great location Just Steps from Siesta Key Beach & Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Siesta Key Twin Banyan Condominiums is a quiet community, with a beautiful pool that is located just one block from awar ...
From $199 per night (USD)VRBO
From $84 per night (USD)VRBO
Sea Turtle- Full Sized living at our Tiny House park - Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is our beachy park model home and recently renovated. If you think a Tiny House might be a little too small but lov ...
From $84 per night (USD)VRBO
From $205 per night (USD)VRBO
Combine luxury with privacy, west facing pool, walk to beach, Wi-fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully designed,recently built 3 bedroom 2 bath property sits well back on a one acre lot offering the highest ...
From $205 per night (USD)VRBO
From $171 per night (USD)VRBO
Two bedroom/ two bath condo beachside on the white sands of Siesta Key's finest
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We offer a fully furnished two bedroom, two bath condo with a lanai that looks out onto the property. We are new owners ...
From $171 per night (USD)VRBO
From $1000 per night (USD)VRBO
1.6 Acre Water Front Villa with Boat Dock On Lemon Bay and Private Beach Access
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
Water Front Estate Offers Bayfront Luxury Modern Living on Manasota Key. This special home combines clean lines and acc ...
From $1000 per night (USD)VRBO
From $130 per night (USD)VRBO
Paradise found! Heated Pool, Tennis Courts, Jacuzzi, Close to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Village Des Pins is park like setting with lakes, mature pine trees, oversized heated pool, Jacuzzi, 2 lighted tennis co ...
From $130 per night (USD)VRBO
From $120 per night (USD)VRBO
A Bayside Treasure - Exceptional Waterfront Views!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our spacious (1400 sq. ft.) luxurious third floor condominium has been completely remodeled and professionally decorated ...
From $120 per night (USD)VRBO
From $190 per night (USD)VRBO
Unit 118- 1 Bedroom and 1 Bathroom Condominium with Partial South Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 118- 1 Bedroom 1 Bathroom with Partial South Gulf Views. | This newly renovated 1 bedroom 1 bathroom condominium i ...
From $190 per night (USD)VRBO
From $120 per night (USD)VRBO
Sunny and Private Coquina Cottage, Nokomis Beach 2 mins to Gulf beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Available for late summer 2021! Our newly remodeled and chic beach cottage is close to Casey Key Public Beach (3/4 of a ...
From $120 per night (USD)VRBO
From $115 per night (USD)VRBO
BEAUTY ON THE BEACH! FULL GULF VIEW!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE BEACH IS CALLING AND I MUST GO!! Elevate your Siesta Key experience with breath-taking Gulf views as far as your ey ...
From $115 per night (USD)VRBO
From $180 per night (USD)VRBO
Unit 328-2 Bedroom 2 Bathroom Bay Side Standard Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly renovated in 2017, this first floor 2-bedroom 2-bathroom condominium is located on the Bay side of our proper ...
From $180 per night (USD)VRBO
From $87 per night (USD)VRBO
Lovely 2 Bed 2 Bathroom Condo in a quiet lush area overlooking a lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely 2 Bed 2 Bathroom Condo in a quiet lush area overlooking a lake This property is in the Meadows golf and tennis c ...
From $87 per night (USD)VRBO
From $77 per night (USD)VRBO
Beautiful golf course view from this condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
1 Bedroom 1 Bath Condo Highlights of this property: Nicely decorated; Lanai doors removed to allow more living space U ...
From $77 per night (USD)VRBO
From $125 per night (USD)VRBO
Pet Friendly Longboat Key Condo with View of Gulf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Adorable and only 50 steps to awesome Longboat beach directly across the street is the beach access. This is a very priv ...
From $125 per night (USD)VRBO
From $125 per night (USD)VRBO
Sarasota Pool Home Close to Everything.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Three bedroom, two bath recently renovated pool home offer a fully fenced in yard. Large Master offers king sized bed wi ...
From $125 per night (USD)VRBO
From $115 per night (USD)VRBO
Family-Friendly Home w/ Fenced Yard, Patio & Pool - Near Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This family-friendly 4BR/2BA Sarasota home features solid wood furnishings throughout, and every bedroom includes new pr ...
From $115 per night (USD)VRBO