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Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
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DVD player
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Games room
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Clothes dryer
Swing set or jungle gym
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
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Bicycles available
Towels provided
Linen provided
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Non-Smoking property
Elevator access
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
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Tennis in town
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Golf course on site or within 15 min walk
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780 beach rentals in Siesta Key with pools

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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

Match: Swimming pool

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Price per night from

$266

Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom
1 bathroom

sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

Match: Swimming pool

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Price per night from

$224

Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 5

“Siesta sweet spot” Great value for location. Nice pool, visits with the manitees. Close to everything. This time of year ocean water was amazing

Match: Swimming pool

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Price per night from

$126

Walk to Crescent Beach, Wifi, Bay Views From Lanai, Heated Pool, YTube TV, On T

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$139

Across the street from SK Beach, New Renovations!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$213

SK Beach Across the Street, WiFi, Overlooks Pool

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 2

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$131

Walk to Beaches, Bay Complex, Heated Pool,1st Flr

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$138

Last Minute Availability. Private Beach Access, Pool, Amenities, Dock View

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Beautiful condo” Great location with beach access and walking access to great restaurants. Only downside it was listed as 2 bathrooms when there were only 1 and 1/2

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$174

New Owners & Superbly Renovated, Walk to Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$161

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$274

Mid Century Modern Canal Home, Pool, King Master

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$305

Walk to Siesta Beach, Heated Pool w/BBQ, Parking

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$133

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 23 minutes

Match: Swimming pool

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Price per night from

$390

Beautifully Renovated & Modern in Harbor Towers

Siesta Key apartment

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$209

Chinaberry 436 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$264

Crescent Beach resort, Heated Pool, Jacuzzi, Tennis, Barbeques

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$315

LuLu Kemp Ridley, Walk to Beach, Heated Pool, BBQ

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$206

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.

Match: Swimming pool

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Price per night from

$328

Buttonwood 462 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$290

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Match: Swimming pool

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Price per night from

$189

Beachfront, Private Beach, Full Ocean Views, Pool

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$263

LuLu's Leatherback Walk to Beach/Village, Pool/BBQ

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$225

Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated - Siesta Sky

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

Match: Swimming pool

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Price per night from

$332

Doveplum 621 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$167

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

Match: Swimming pool

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Price per night from

$115

Buttonwood 477 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$290

Firethorn 320 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

Match: Swimming pool

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Price per night from

$249

Firethorn 333 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Match: Swimming pool

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Price per night from

$249

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

2 bedrooms
3 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$182

Walk to Beach, Fishing Pier, Tennis, W/D in-Unit

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$138

Beach Across the Street, Partial Gulf Views, Pool

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$149

Firethorn 513 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$142

Chinaberry 416 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$264

Chinaberry 943 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$171

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 5

“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡

Match: Swimming pool

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Price per night from

$310

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

Match: Swimming pool

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Price per night from

$165

Firethorn 610 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$142

LuLu’s Green in the Heart of Siesta Key Village

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$206

Viewing 38 of 780
rentals in Siesta Key

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Siesta Key Rentals with Pools

Per night

780 beach rentals in Siesta Key with pools

Viewing 38 of 780rentals in Siesta Key

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Viewing 38 of 780
rentals in Siesta Key