Quick Search

Vacation Themes

	Siesta Key Beach Rentals
	Siesta Key Golf Vacation Rentals
	Cabin Rentals
	Siesta Key Disney Rentals
	Siesta Key Ski Vacations
	Siesta Key Pet Friendly Rentals
	Siesta Key Vacation Rental Deals

Featured Condo Rentals

Enjoy Quiet Beachfront Living, Spectacular Lanai Sunsets & FREE WiFi

Siesta Key
2 BR / 2 BA

Featured Condo Rentals

Siesta Dunes Beach 38A, Gulf Side 2 bedrooms, Large Heated Pool, Wifi

Siesta Key
2 BR / 2 BA

Siesta Key Vacation Rentals

Filter by:

Sort by:

Calendar Updated
Sleeps
Number of Reviews
Lowest Price

Close

Enjoy Quiet Beachfront Living, Spectacular Lanai Sunset - 2 Bedroom / 2 Bath

Siesta Key Vacation Rental, FL : Condo Rentals : Sleeps 6

Enjoy Gulf sunsets and the sound of the surf from your 2nd floor beachfront condo. Fisherman’s Cove is right on quiet Turtle Beach where you can swim, fish and walk for miles collecting shells. You ca…

>> Show Listing Details

$1120-1745/wk
$3808-6631/month

Siesta Key Our House at the Beach 1171 - 2 Bedroom / 2 Bath

Siesta Key Vacation Condo, FL : Condo Rentals : Sleeps 4

.Just steps from a private walkway to the beach, our townhouse overlooking the lake at Siesta Key is the ideal beach retreat for a family, group of friends, or 2 couples. With a pool, tennis, and picn…

>> Show Listing Details

$650-2495/wk
$1995-4995/month

Similar Vacation Rental

Siesta Key Condo Rentals, FL : Condo Rentals : Sleeps 8

Siesta Dunes Beach 38A, Gulf Side 2 bedrooms, Large Hea - 2 Bedroom / 2 Bath

Siesta Key Vacation Rental Homes, FL : Condo Rentals : Sleeps 6

Do you have children who’ll delight in the geckos and insects they can discover in the garden? Or do you love nature and the sight and scents of tropical flowers? An idyllic ocean side condo perfect f…

>> Show Listing Details

$150-350/nt
$650-1595/wk
$2495-3995/month

Gulf-Front Retreat - 2 Bedroom - Upscale - 2 Bedroom / 2 Bath

Siesta Key Weekly Rentals, FL : Condo Rentals : Sleeps 6

FISHERMAN'S COVE - 2 BEDROOM OCEANFRONT - UPSCALE CONDO AT TURTLE BEACH on SIESTA KEY. You could throw a tennis ball into the gulf from this beachfront condo! Located on Siesta Key in Sarasota, Flori…

>> Show Listing Details

$1045-1645/wk

Luxury Private Siesta Key Condo on Award-Winning Cresce - 2 Bedroom / 2 Bath

Siesta Key Vacation Rentals, FL : Condo Rentals : Sleeps 6

Luxury Private Siesta Key Condo on Award-Winning Crescent Beach

This privately-owned condo is located in Siesta Dunes Beach Condominiums with access to a private section of Siesta Key's award winning Crescent Beach with full use of the beach-front pool, sun deck, …

>> Show Listing Details

$164-238/nt
$1080-1595/wk
$3456-5104/month

3 bedroom luxury condo rental - 3 Bedroom / 2 Bath

Siesta Key vrbo, FL : Condo Rentals : Sleeps 6

The Condo located in a corner unit on the 6th Floor offers a beautiful panoramic view of both the Gulf of Mexico and the Intracoastal Waterway. Decorated in Tropical Tommy Bahama Style the Condo is…

>> Show Listing Details

Discount

$900-1200/wk

Similar Condo Rentals

Siesta Key Vacation By Owner, FL : Condo Rentals : Sleeps 8

''Sea Spray Resort''...just steps to the beach! - 2 Bedroom / 1 Bath

Siesta Key vrbo, FL : Condo Rentals : Sleeps 6

Welcome to the "Sea Spray Resort" on beautiful Siesta Key... your source for upscale but affordable vacation rentals. If you want to enjoy a tropical vacation just steps to the beach or to simply …

>> Show Listing Details

$179-219/nt
$1195-1315/wk
$3045-3625/month

Luxury Townhouse (3BR) Private Pool - Crescent Beach - - 3 Bedroom / 2.5 Bath

Siesta Key Vacations Rentals, FL : Condo Rentals : Sleeps 8

Luxury Townhouse (3BR) Private Pool - Crescent Beach - Village

BEACHWALK - Spacious, three bedroom, two and a half bath, Non-Smoking, luxury townhouse with a private elevator and private pool. Right across from World famous Crescent Beach and walking distance…

>> Show Listing Details

$1495-2045/wk

VILLAGE VILLA -Deluxe Townhouse(1-4 Bedrooms)-Private P - 4 Bedroom / 3.5 Bath

Siesta Key Condo Rentals, FL : Condo Rentals : Sleeps 12

VILLAGE VILLA -Deluxe Townhouse(1-4 Bedrooms)-Private Pool - Siesta Village

This deluxe 3+1 bedroom townhouse is located in the heart of Siesta Village... Just a few steps to all the shops and restaurants... and only a three minute walk to the world famous Crescent Beach! …

>> Show Listing Details

$625-2045/wk

Beachfront Condo - Three Bedroom - Luxury - 3 Bedroom / 2 Bath

Siesta Key Condo Rentals, FL : Condo Rentals : Sleeps 8

Gulf-Front Retreat... Fall asleep to the sound of the crashing waves beneath your master bedroom window! Throw a tennis ball from your lanai and hit the surf, that is how close to the turquoise blue w…

>> Show Listing Details

$1645-2095/wk

Similar Vacation Condos

Siesta Key Vacation Condo, FL : Condo Rentals : Sleeps 8

Terrific Value on Siesta Key - Sundance from 1 to 6 Bed - 6 Bedroom / 6 Bath

Siesta Key Vacation Rentals, FL : Condo Rentals : Sleeps 20

Terrific Value on Siesta Key - Sundance from 1 to 6 Bedrooms!

Located on Siesta Key just a few steps from Siesta Beach, Sundance Rentals is an affordable vacation spot! When you visit you will be so conveniently located - just a block and a half to the beach,…

>> Show Listing Details

$600-1845/wk

Bianco Sands Vacation Rentals - 2 Bedroom / 2 Bath

Siesta Key Vacation Rentals, FL : Villa Rentals : Sleeps 6

Steps to "worlds whitest sands beach" on Siesta Key from this Island Getaway vacation rental, surrounded with tropical plants , serine water fountains and statuary. Peaceful garden social area for…

>> Show Listing Details

$155-195/nt
$735-1325/wk
$2650-4500/month

Idyllic Siesta Key Condo With Views Overlooking the Bay - 2 Bedroom / 2 Bath

Siesta Key Vacation Rentals, FL : Condo Rentals : Sleeps 4

A beautiful,privately owned, 2 bedroom/2 bathroom condo set in tropical gardens & overlooking the intercoastal waterway. Private part of Crescent Beach for guests with chaises & umbrellas, 2 pools, 2…

>> Show Listing Details

$900-1400/wk
$3560-5040/month

Oceanfront/Beachfront condo with Lagoon and boat docks - 2 Bedroom / 2 Bath

Siesta Key Vacation By Owner, FL : Condo Rentals : Sleeps 6

Fantastic beach front condo with unobstructed ocean and beach views. Located on a peninsula with the Gulf on one side and a Lagoon with access to the Intercoatal on the other side. Boat Docks on seclu…

>> Show Listing Details

$895-1595/wk

Bay Tree Getaway - 2 Bedroom / 2 Bath

Sarasota Vacation Rentals, FL : Condo Rentals : Sleeps 4

Siesta Key, an island off the coast of Sarasota, is just 45 minutes south of Tampa International Airport. A well-known resort town, Sarasota boasts miles of white, sugar sand beaches, rated the be…

>> Show Listing Details

$900-1000/wk
$4000/month

In the heart of Siesta Key Village, just 3 short blocks - 2 Bedroom / 1 Bath

Siesta Key Vacation Rentals, FL : Condo Rentals : Sleeps 6

In the heart of Siesta Key Village, just 3 short blocks to the beach!

Prime Location in Siesta Village Walk to the Beach, Restaurants, Clubs, Shops...everything you need and everywhere you want to go is just steps away! Located in the heart of the Village and just 3 b…

>> Show Listing Details

$179-209/nt
$895-1225/wk
$2685-3595/month

View more Florida Vacation Rentals

View more South Gulf Coast Florida Vacation Rentals

[ New Rental Vacation Homes Search ]

We have found similar vacation homes located nearby Siesta Key:
Anna Maria Island Rentals By Owner, Bradenton Rentals By Owner, Bradenton Beach Vacation Rental, Englewood Vacation Home Rentals, Englewood Beach Vacation Condos, Holmes Beach Vacation Rental, Longboat Key Owner Vacation Rentals, Manasota Key Vacation Home Rentals, Nokomis Vacation Rental, Port Charlotte Vacation Rental, Sarasota Vacation Rentals, Venice Rentals By Owner