Sarasota Area, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Sarasota Area, Florida on RentalSaver.com!

Sarasota Area Rentals

Filter

Popular Areas

From $426 per night (USD)
VRBO
Crystal Sands Tower Unit 502 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SONG OF SIESTA KEY!! Located on Beautiful #1 Award Winning White Sands of Siesta Key Beach with panoramic views from 30 ...
From $426 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Crystal Sands Tower Unit 506 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Treat yourself to a completely remodeled and updated 5th floor 2 bedroom 2 bath ocean front condo. Enjoy the beautiful ...
From $432 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Crystal Sands Tower Unit 704 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the best of Crystal Sands in this beachy, contemporary 2-bedroom, 2 bath condo overlooking the 2011 and 2017 Best ...
From $432 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Crystal Sands Tower Unit 710 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $426 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Crystal Sands Villa 20 - Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living ...
From $440 per night (USD)
VRBO
From $539 per night (USD)
Expedia
Crystal Sands Tower Unit 104 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $539 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Crystal Sands Tower Unit 205 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $447 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Turtle Beach, Beachfront, B110 - First Floor, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children pla ...
From $302 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Luxurious Living by Siesta Beach in this renovated 2b/1b ground floor unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
NOW WITH PRIVATE WiFi. Our condo is beautifully decorated with elegant touch & taste. It was recently renovated with st ...
From $250 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Direct Gulf View from 3rd Floor - B307, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy our third floor upgraded apartment with new wood plank flooring, including on the lanai, new leather couches,upgra ...
From $321 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Heated Pool, FREE WiFi, Short Stroll to Siesta Key Beach, America's Sweetheart!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Fall in love with charming Gulf and Bay Club Bayside, a Key West-inspired vi ...
From $378 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Luxurious Comfort with Gulf Views - B302 Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This recently renovated 3rd floor unit has a new owner who has made many upgrades to the condo. In the newly renovated l ...
From $321 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Romantic comfort from - B303, 3rd Floor and Gulf View, Free Boat Docks & WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The perfect place to spend a romantic vacation directly on the Gulf of Mexico. Enjoy breathtaking views from this lovely ...
From $278 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Coastal Getaway minutes from Siesta Key, America’s #1 Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Set back off the road on a quiet lane, enjoy this newly furnished, cozy modern coastal home. With this 3 bedroom, 2 bat ...
From $294 per night (USD)
Expedia
Click For Pricing
VRBO
Gulf Views of Turtle Beach on 3rd Floor - A301, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Location, location, location ~ and view. 3rd floor corner unit overlooks Turtle Beach. 2015 updates include new wood la ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Beachfront Siesta Key! Listen to the surf! A205 -2nd floor free WiFi & Boat Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy Gulf sunsets and the sounds of the surf from your 2nd floor beachfront condo - just one flight of steps - or use t ...
Click For Pricing
Expedia
From $239 per night (USD)
VRBO
Located across the street from Siesta Key Beach, Gulf and Pool View Condo!! #319
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Schedule your escape to Siesta Key Beach in the bright and clean Unit 401. This top floor, end unit has an open floor pl ...
From $239 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Relax in this renovated 2 bedroom condo with Gulf Views. Great for families
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Now with private WiFi. Your perfect vacation awaits in this Two Bedroom / One Bath Condo right next to famous Siesta Key ...
From $259 per night (USD)
Expedia
$Charming Condo at La Siesta with Partial Beach Views \Your home away from home\$
From $239 per night (USD)
VRBO
Charming Condo at La Siesta with Partial Beach Views \"Your home away from home\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Now with private Wifi. This Two Bedroom, One Bath condo is just steps to the white, powdered sugar sand of Siesta Key. ...
From $239 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Chic Sarasota Cottage: Near Beaches & Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Plan your next beach escape at this gorgeous 1-bedroom, 1-bath Sarasota vacation rental! Perfect for couples or small gr ...
From $212 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Siesta Keys Home w/ Deck Half Mile to Turtle Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Begin your sunkissed adventures at this 2-bedroom, 1-bathroom vacation rental condo in Siesta Key. This coastal condo bo ...
From $346 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Gulf View from Lanai or Master - B308 with Boat Dock & Free WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This lovely and colorful 3rd floor unit has an incredible view of the Gulf of Mexico to enjoy with your family members f ...
From $321 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Extraordinary Beach view! 2b/1b Fully Renovated, Walk in shower, Custom Kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Now with private WiFi. Your perfect vacation awaits in this Two Bedroom/One Bath condo right next to the famous Siesta K ...
From $247 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Corner Unit, Privacy and Gulf front, First Floor - B114, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
High demand upgraded first floor corner unit which sleeps 6 features a king, twins and sleeper sofa. The south end offer ...
From $302 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $370 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Turtle Beach, A105 - Gulf front - perfect for couples! Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This first floor colorful unit sleeps 6 and you will love the sandy beach just outside the lanai door with comfortable p ...
From $302 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Beach View with Boat Docks, Lovely Condo - B203, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Fisherman's Cove unit B203, this cozy beach house awaits your visit! Magnificent view of the Gulf of Mexico a ...
From $321 per night (USD)
VRBO
From $321 per night (USD)
Expedia
First Class with Gulf View & Sunsets - B213, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Gorgeous unit and beautifully furnished with an incredible 2nd floor view of the Gulf of Mexico. Sleeps six comfortably ...
From $321 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Siesta Sand & Sunsets-Breathtaking Beach Views-B204-2 BR, 2 BA condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the unrestricted views (no sea oats or berm) of the ocean and sunsets from our beach front condo just steps away f ...
From $302 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Corner Unit, Gulf Front on 2nd floor - A214, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A beautiful gulf view with wrap around, all screened sliding doors to enjoy the gulf breeze. This unit is on the south ...
From $321 per night (USD)
Expedia
From $650 per night (USD)
VRBO
Villa Vista Mare | Gorgeous Home w/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Villa Vista Mare, located just steps away from the world-renowned Siesta Key Beach! This 3 bedroom, 3 bathroo ...
From $650 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Siesta Key Gulf Front-2 BR-B103, Beautiful Sunsets + Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just bring your swimsuits, flip flops, and some groceries…everything that you might need is located in this totally upda ...
From $302 per night (USD)
Expedia
$Beach Condo on Siesta Key Beach w\/ Heated Pool$
From $270 per night (USD)
VRBO
Beach Condo on Siesta Key Beach w\/ Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you are going to visit the #1 beach in the country, then stay on the #1 beach! This two bedroom, two full bathroom be ...
From $270 per night (USD)
VRBO
Click For Pricing
Expedia
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a small resort on Siesta Key offering daily rentals Pool view is a 1 bedroom 1 bathroom ground floor rental wit ...
Click For Pricing
Expedia
From $584 per night (USD)
VRBO
Crescent Cottage | Pet Friendly 🐶 w/ Private Pool, Lounging Area, Short Walk to Crescent Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Crescent Cottage – Your Siesta Key Escape Welcome to Crescent Cottage, your ultimate island retreat where comfort, luxu ...
From $584 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sand Dollar Cottage, your private tropical haven nestled in the heart of Siesta Key, where serenity meets adv ...
From $514 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Villa Champagne | Pet Friendly Waterfront Home w/ Private Pool & Spa, Close to Beach & Village!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Imagine breathtaking rooftop sunsets over the Gulf of Mexico, leisurely walks to the famous white sands of Siesta Key Be ...
From $600 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Sandy Seahorse Cottage | Pet Friendly Home on Siesta Key w/ Private Pool, Short Walk to Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Sandy Seahorse Cottage, your perfect Sie ...
From $732 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Updated and clean, two heated pool, tennis, and beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy this updated townhome within walking distance to Siesta Key's main beach. The property is located within a resort ...
From $325 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small v ...
From $222 per night (USD)
Expedia
From $653 per night (USD)
VRBO
Sarasota House w/ Backyard Oasis: 6 Mi to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $653 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront Pool Home - Amazing Sunsets Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful property overlooking little Sarasota bay. Tucked away on a very quite street minutes from shopping, restaurant ...
Click For Pricing
Expedia
From $278 per night (USD)
VRBO
Well Appointed Home with Heated Pool Just Off Siesta Key Close Gulf Gate Area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come enjoy the relaxed but vibrant vibe of Sarasota, Florida. The beautiful white sand beaches of Siesta Key, named #1 b ...
From $278 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Oceanfront Home w/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $248 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Walk to the Beach & Village, Heated Pool Oasis, Spacious
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover your dream vacation rental in the heart of Siesta Key, Florida, where coastal charm meets modern luxury. This s ...
From $343 per night (USD)
VRBO
From $334 per night (USD)
Expedia
The Coral Cottage close to all that Sarasota has to offer
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
We are Matt and Val, and we purchased this home with a vision to create a warm, inviting space for individuals, couples ...
From $334 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Hidden Paradise Among Tropical Landscape on Lakefront Property on Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and roll-a-ways available on ...
From $213 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled along the serene waters of Heron Lagoon, our 1-bedroom suites at Siesta Heron Suites & Villas offer the perfect ...
From $213 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Spending time in sunny Siesta Key is always a treat for travelers. Those looking to enhance their stay with the inclusio ...
From $379 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to stay in a prime location and stay within budget? America's #1 rated beach is just a stones through away located ...
From $182 per night (USD)
Expedia
$4 Bedroom Key West Style Home W\/ Heated Pool, Close to Village and Beaches$
Click For Pricing
VRBO
4 Bedroom Key West Style Home W\/ Heated Pool, Close to Village and Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The propert ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Veranda Beach Club, ( Week 2 ) Jan. 11 to 18, 2020
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautifully furnished beach front property, Second floor corner garden unit with two balconies. Private beach with umbr ...
Click For Pricing
Expedia
From $236 per night (USD)
VRBO
Great place to see the dolphins! And less than half a mile from Turtle Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunrise Bay is a 2BR, 1.5 bath, second floor apartment, in a 4-plex apartment property. It faces east and is on the wat ...
From $236 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $386 per night (USD)
VRBO
Siesta Key For Me @ The Palm Bay Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Renovated Siesta Key Condo | Ocean & Bay Views | Sleeps 6 | The Palm Bay Club Exciting Updates Coming in May 2025! ...
From $386 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Adorable Lido Beach Home- walk to beach and St. Armand's
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shop ...
From $348 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Sea Side Vacation Home - By 5 beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our remodeled Tropical Vacation Home has everything for your living needs. 3 Bedroom with Office/Den. We are only 5 mi ...
From $141 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Charming Beach Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $160 per night (USD)
Expedia
From $669 per night (USD)
VRBO
Casa Eulimia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
"Welcome to Casa Eulimia,, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious an ...
From $669 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Seahorse Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Seahorse Cottage, a beautiful duplex property n ...
From $366 per night (USD)
Expedia
From $972 per night (USD)
VRBO
Casa Ohana | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
🌴 Casa Ohana | A Laid-Back, Luxe Beach Escape on Siesta Key Welcome to Casa Ohana, your personal slice of paradise in t ...
From $972 per night (USD)
VRBO
From $689 per night (USD)
Expedia
Casa Tegula | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Tegula, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation re ...
From $689 per night (USD)
Expedia
From $610 per night (USD)
VRBO
Casa Antilles | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Antilles: A Hidden Gem on the Southern End of Siesta Key Discover the perfect blend of luxury and tranq ...
From $610 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Casa Junonia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Junonia, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and ...
From $683 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Casita Mar | Pet Friendly, Siesta Key Home with Pool & Beach Access Included!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Casita Mar, a beautifully renovated 2-bedroom, 1-bath vacation rental on Siesta Key, offering everything you ...
From $312 per night (USD)
VRBO
From $706 per night (USD)
Expedia
Admirals Watch | Ocean Views from Spacious Balconies, Heated Pool, and Steps to Siesta Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Ultimate Siesta Key Beach Escape at Admiral's Watch – Steps from the Sand! Wake up to the sound of waves and the fresh G ...
From $706 per night (USD)
Expedia
From $544 per night (USD)
VRBO
La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
La Contento Casa: Your Dream Beach Vacation Awaits! Welcome to La Contento Casa, a stunning waterfront retreat where the ...
From $544 per night (USD)
VRBO
From $873 per night (USD)
Expedia
The Solaster | Pet Friendly Home on Siesta Key w/ 2 Heated Pools, Walk to Beach & South Village!
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Escape to The Solaster, a magnificent vacation rental duplex retreat that offers nothing but luxury and relaxation. This ...
From $873 per night (USD)
Expedia
From $1291 per night (USD)
VRBO
The Abalone | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
Welcome to The Abalone, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and a ...
From $1291 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Peacock Villa | Spacious Outdoor Area, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Peacock Villa – Your Exclusive Siesta Key Retreat Step into Peacock Villa, an exquisite vacation property of ...
From $589 per night (USD)
Expedia
From $657 per night (USD)
VRBO
Casa Coquina | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to Casa Coquina, a hidden gem vacation rental duplex located on the Southern end of Siesta Key. As you enter the ...
From $657 per night (USD)
VRBO
From $1337 per night (USD)
Expedia
The Nautilus | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
"Welcome to the Nautilus, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation ...
From $1337 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Casita Sun Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Escape to Casita Sun Star, a magnificent vacation rental duplex retreat that offers nothing but luxury and relaxation. T ...
From $446 per night (USD)
VRBO
From $1451 per night (USD)
Expedia
Casa De Mariposa | Private Heated Pool, Ping Pong, & Steps to Siesta Key Beach!
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Welcome to Casa De Mariposa – The Ultimate Siesta Key Escape Nestled in the heart of Siesta Key, Casa De Mariposa is a ...
From $1451 per night (USD)
Expedia
From $526 per night (USD)
VRBO
Sol y Mar | Pet Friendly, Siesta Key Duplex Home w/ Pool Access, Private Beach Access Included!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Sol y Mar and experience the best of Siesta Key, a beautifully renovated vacation rental offering the unique ...
From $526 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Villa De Paradisio | Waterfront Home w/ Private Pool, Fishing Dock, Close to Beach & Village!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Experience the pinnacle of waterfront luxury at Villa De Paradisio, a stunning Siesta Key rental home nestled along the ...
From $503 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Casita Sol | Pet Friendly, Siesta Key Duplex Home w/ Pool & Private Beach Access Included!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Casita Sol, a charmingly updated 2-bedroom, 1-bathroom vacation rental nestled in the heart of Siesta Key. Ca ...
From $279 per night (USD)
VRBO
From $959 per night (USD)
Expedia
Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
"🌺 Casa Mahalo | Island Bliss in the Heart of Siesta Key Welcome to Casa Mahalo, your serene island escape perched on t ...
From $959 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Sandy Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Sandy Cabana, a peaceful retreat tucked ...
From $342 per night (USD)
VRBO
From $2858 per night (USD)
Expedia
The Big Kahuna | SK Village, Pet Friendly, 2 Heated Pools, Elevator, Ping Pong Tables Steps to Beach
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
🌞 The Big Kahuna | Siesta Key's Ultimate Beach Retreat Welcome to The Big Kahuna, your private, two-in-one beach haven ...
From $2858 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Serenity Cottage | Multilevel Home on Siesta Key w/ Private Pool & Spa, Short Walk to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Serenity Cottage, a tranquil cottage located on the southern end of Siesta Key. This remarkable vacation rent ...
From $563 per night (USD)
VRBO
From $1207 per night (USD)
Expedia
The Conch | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
8
Sleeps:
26
Welcome to The Conch: Your Ultimate Luxury Retreat on the Southern End of Siesta Key Discover The Conch, an extraordina ...
From $1207 per night (USD)
Expedia
From $680 per night (USD)
VRBO
Casa Stolida | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Stolida, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation r ...
From $680 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Casita Morning Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Escape to Casita Morning Star, a magnificent vacation rental duplex retreat that offers nothing but luxury and relaxatio ...
From $428 per night (USD)
Expedia
From $687 per night (USD)
VRBO
Monarch Villa | Ocean Views, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Monarch Villa – Your Ideal Siesta Key Getaway Discover the perfect vacation retreat at Monarch Villa, an exq ...
From $687 per night (USD)
VRBO
From $649 per night (USD)
Expedia
Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome to Topsail Cottage, a luxurious condo located on the southern end of Siesta Key. This exquisite 4-bedroom, 4-bat ...
From $649 per night (USD)
Expedia
From $1266 per night (USD)
VRBO
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa/pool
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...
From $1266 per night (USD)
VRBO
From $688 per night (USD)
Expedia
Beachfront Home on Gulf of Mexico w/ Indoor Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pack your bags for a lavish getaway and stay at this chic oceanfront vacation rental in Englewood! Resting on a stunning ...
From $688 per night (USD)
Expedia
From $203 per night (USD)
VRBO
2 Bedroom 2 Bath home near Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Take a peek at the amazing open kitchen, dining room and living room. It's perfect to enjoy family time and mak ...
From $203 per night (USD)
VRBO
From $68 per night (USD)
Expedia
Adorable 1 Bedroom 1 Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Very nice and spacious 1 bedroom 1 bath apartment with a comfortable setting. Perfectly located only 3 min walking dista ...
From $68 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Crystal Sands Tower Unit 903 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Breathtaking, unobstructed, North to South, panoramic views of the Gulf of Mexico on renowned Crescent Beach; located o ...
From $476 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Crystal Sands Tower Unit 1206 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Penthouse Condo - Direct Beachfront -Million Dollar View This condo is in the most requested part of the Crystal Sands c ...
From $414 per night (USD)
Expedia
Click For Pricing
VRBO
Spectacular penthouse view over downtown Sarasota plus private beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to paradise on Siesta Key! You will find this penthouse condo inviting and comfortable with everything you need ...
Click For Pricing
VRBO
From $692 per night (USD)
Expedia
Key West Suite - Steps to Siesta Key Beach - Just 60 Paces to Paradise!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Steps from Siesta Key Beach – Just 60 Paces to Paradise! Welcome to our recently updated, spacious 2-bedroom + DEN, 2-b ...
From $692 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Waterfront house with a park and restaurant
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The tan house on Myakka River provides access to the river with a beautiful view. This property has units; 1st floor an ...
From $172 per night (USD)
VRBO
From $233 per night (USD)
Expedia
VILLA DEL SOL 🌞💥🥂🌴🌴🌴🌴🍸🍸
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Villa Del Sol, our sunny piece of paradise. From the time you arrive at the Villa, you will feel the sunshin ...
From $233 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Beautiful West of The Trail Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $574 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Luxury Beach Condo on Crescent Beach #1 Beach in USA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover your dream vacation rentals at Crescent Siesta Key - Prime Location: Situated on the pristine Crescent Beach, ...
From $407 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Walk to Beach: Resort-Style Siesta Key Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
2 Heated Community Outdoor Pools | Large Sunroom w/ Desk & Dining Area | 7 Mi to Downtown Sarasota | 1,600 Sq Ft Have f ...
From $218 per night (USD)
VRBO
From $442 per night (USD)
Expedia
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $442 per night (USD)
Expedia

Search Your Destination Now!

Sarasota Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals