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Vacation Rentals & Beach Rentals in Siesta Key

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332 beach rentals

WE LIKE BLUE, SIESTA BLUE! 2 BED BAYSIDE CONDO ON SIESTA KEY

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

“Considering the Corona Influences It Was A Nice Stay” We stayed on Siesta Key and other than the traffic it's a lovely area. We were to stay 3 weeks but actually returned a week early since we were so concerned with the health risks. There were a number of nice sea-food restaurants where we stayed which we enjoyed the first week we were there until we began social distancing. The condo altho fairly small was confortable and the complex very quiet.

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$139

Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Awesome owners and location” The location is great, only 3 minutes walking to a private beach. The house offers all the essentials you might need. This is our second time stay and we were not dissapointed again. The owners are very responsive and helpful.

Responds fast! avg. 29 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$189

Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Another great stay!” Location is great and owners are awesome to work with! Clean and fully furnished! Thanks for another great stay Derek and Marina! Look forward to next time!

Responds fast! avg. 29 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$195

Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$114

Top Floor End Unit Directly Across the Street from Siesta Key public beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

“Awesome Condo Unit” There were 4 in our party and nothing that we were disappointed with. We absolutely loved every moment!! We will definitely rent this unit again!!

Responds fast! avg. 3 hours 57 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$147

Jamaica Royale #92 on the #1 Beach in the USA!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$287

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. 2 hours 16 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$196

Jamaica Royale #100-Peaceful Gulf Side Condo

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

“Spring break” This unit was beautifully done; recently renovated, impeccably clean and very close to the beach! The owner was e trendy helpful and accommodating. She made it easy and if you are headed to Siesta Key, you must stay here!

Responds fast! avg. 2 hours 6 minutes

Match: Shared outdoor pool (heated)

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$251

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.

Responds fast! avg. 1 hour 34 minutes

Match: Shared outdoor pool (heated)

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$327

WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful and memorable vacation with our son,wife and grandchil” My husband and I rented unit B41,it was beautifull, tastefully decorated stainless steel appliances and new furniture. The owners thought of everything.Very pleased to have a washer and dryer in unit. The layout of this rental was spacious,the bed was very comfortable I slept like a baby which is rare when I'm away from home.The view of the intercostal water way and tropical landscaping were breathtaking whether relaxing in living room or dinning.It was very peaceful ,walking distance to Siesta keys famous beach and close to all amenities. Would recommend Bay Oaks!Thanks Barbara Okin.

Match: Shared outdoor pool (heated)

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Price per night from

$164

3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$502

Best Deals on Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

“Nice and easy to get around” You have a wonderful neighbor. I was able to access all the amenities you described. Navigated through out the area with ease.

Match: Shared outdoor pool (heated)

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Price per night from

$103

Charming Siesta Key Condo, Walk to Beach, Pool

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$108

Luxury Condo Ground Floor Across the Street

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$180

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 30 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$245

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

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 25 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$212

The Perfect 2Bedroom/2Bath Steps Away From Siesta Key Beach- BiancoSands

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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$541

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

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“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: Shared outdoor pool (heated)

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Price per night from

$221

Beach Walk Townhouse

Siesta Key townhouse

3 bedrooms / 3 bathrooms / sleeps 6

“Great vacation and Great Accomations” We loved the accommodations. Great location close to beach access and to the village.The pool was wonderful with lovely landscaping. The house was spacious and very clean. Virginia the manager was also great! We would definitely stay here again.

Responds fast! avg. 1 hour 56 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$264

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.

Responds fast! avg. 1 hour 19 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$178

Siesta Key Condo, Crescent Arms, unit 605 South

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 50 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$229

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

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 26 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$125

Siesta Key Beach 2 Bedroom Duplex, 3 Beds, 2 1/2 Bath - Pool-view with 3 Lanai's

Siesta Key apartment

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 36 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$228

"Safe & Clean" -Honeymoon Suite - Gulf views - next to Siesta Key Beach

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 10 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$218

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♡

Responds fast! avg. 1 hour 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$229

Luxurious 2 BR Condo - Short Walk to Siesta Beach

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.

Responds fast! avg. 1 hour 50 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$141

# 1 beach in USA SIESTA KEY Gulf side 2 Bed 2 Bath at Jamaica Royale #104!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$228

Newly Renovated Waterfront Condo w/Beach Access

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

“Awsome” We stayed at this condo for 7 days. We enjoyed our stay, everything was perfect , ocean just across the road , just a short walk, private beach access, condo itself was very well kept, beautiful kitchen, everything inside is new, appliances, showers, TV and couches, Pool right outside the condo. Deborah was very helpful with everything. Thank you!. I would come back here again.!

Responds fast! avg. 3 hours 21 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$164

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 5

Match: Shared outdoor pool (heated)

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Price per night from

$125

Siesta Villa Whispering Palms

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 30 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$281

Renovated 2 bedroom with beach views and pool access!!-Living the Dream, Mermaid

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$606

Beach Place Cottages - Seahorse Cottage - Peak of the Gulf - Beach Access #11

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$206

Crystal Sands Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$333

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$162

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$304

Ebb Tide #8 1Bdr-2 Baths! Like 2 Condos!

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

“Wonderful vacation” We really liked the coziness of the condo. Everything you needed to hit the beach was there and everything you needed in the kitchen to make your meals was thought out too! We really loved the shower off the bedroom! Great shower heads . We would definitely come back

Responds fast! avg. 3 hours 3 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$171

Palm Bay Club - 100 Yards From The Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$278

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