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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Internet access
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Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Pool or snooker table
Table tennis
Games room
Shared outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Cribs
Ceiling Fans
Video player
Bicycles available
Boat available
Fridge
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
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Staffed property
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Linen provided
Towels provided
Climbing frame
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Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
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Car not required

Children under 5
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Smoking - Ask
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Cycling trips
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77 houses

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Oceanfront home w/sunset views of Sarasota Bay

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

Match: Rental types Cycling trips

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Price per night from

$630

Coastal Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$172

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

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Price per night from

$144

Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$144

☆ King in Master • 1st Floor • Heated Pool • ¼ mile walk to Siesta Key ☆

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$193

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$301

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$272

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$161

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$493

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$285

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$267

Great Location and Best Price in Sarasota

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$92

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$193

CKBH (Casey Key Beach House)

Osprey house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$655

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$443

Tiny House Siesta - Tiny House Amy

Siesta Key house

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$378

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 2 hours 0 minutes

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Price per night from

$1,004

Tiny House - Green Lifeguard Stand

Gulf Gate Branch house

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$465

Tiny House - Blue Lifeguard Stand

Gulf Gate Branch house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$423

Tiny House - Margarita

Gulf Gate Branch house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$471

Tiny House - Flamingo

Gulf Gate Branch house

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$400

Tiny House - Seashell

Gulf Gate Branch house

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Cycling trips, Rental types

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Price per night from

$315

Tiny House - The Siesta

Gulf Gate Branch house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$374

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 38 minutes

1 of 2 match: Cycling trips, Rental types

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Price per night from

$241

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$345

Hidden gem close to everything

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 14 minutes

1 of 2 match: Cycling trips, Rental types

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Price per night from

$217

Oceanfront home

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Cycling trips, Rental types

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Price per night from

$688

New York Avenue Rancher

Gulf Gate Estates house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$445

Newly remodeled open concept 3 bed, 2 bath with heated pool and screened lanai!

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Cycling trips, Rental types

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Price per night from

$574

Private Retreat on Siesta Dr

Sarasota house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Cycling trips, Rental types

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Price per night from

$517

5 min away from the beach

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$230

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Cycling trips, Rental types

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Price per night from

$373

Flamingo Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Cycling trips, Rental types

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Price per night from

$172

Sea Shell Cottage

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Cycling trips, Rental types

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Price per night from

$172

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

6 bedrooms
5 bathrooms

sleeps 16

1 of 2 match: Cycling trips, Rental types

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Price per night from

$683

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

4 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Cycling trips, Rental types

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Price per night from

$402

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

1 of 2 match: Cycling trips, Rental types

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Price per night from

$345

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.

1 of 2 match: Cycling trips, Rental types

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Price per night from

$328

Viewing 38 of 77
rentals in Osprey

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