Beach rentals in Siesta Key and Villas - Holiday Lettings - Holiday Rentals Siesta Key

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2,484 Holiday homes

(29) Excellent 

28

Siesta Key holiday condo rental

Florida / Siesta Key

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • Swimming pool
“Oceanfront views right on the beach in the low key area of Turtle Beach” My family consists of my wife, 14 and 11 year olds, and me. This condo has a King master bedroom with a Gulf water view, and a bedroom with bunk beds. Both bedrooms have their own shower and bathroom. The condo is on the low-key more residential side of Siesta Key called Turtle Beach. It is still very near supplies, restaurants, pubs, markets, post office, grocery and lunch spots. It's just that Turtle Beach is more secluded and less "Animal House" than downtown Siesta Beach. If you want to relax, fish, lay on the beach, read a book on the patio at sunrise or sunset, and watch the sun set over the Gulf every night in your windows, then this is your place. There is a nice sized living room with couch, chairs, and flat screen TV. It has a full operational kitchen with full refrigerator and all kitchen gadgets and supplies. We made two very nice meals there, lots of breakfasts', and had friends over several times for cocktails and beach time. The condo has it's own numbered parking spot, and a marina slip for each unit with a boat ramp very nearby. You can fish for snook in the marina, or the beach is great too for fishing. The condo is near the stairs, elevator and laundry but that did not make it loud, just convenient. There is a freshwater shower and a walkway over the dune right by the condo. The common pool is small but clean and close if you want to go beach-pool-nap mode. We chartered Siesta Key Fishing Charters and caught almost 100 fish offshore, 10 huge keeper Red Grouper that we ate in the condo, froze and took home, gave away and traded for other cool stuff. We also really enjoyed eating at Big Water Seafood Market, they will clean and cook your fish, or sell you some, or feed you at their restaurant. Both of those companies can also be found highly rated on TripAdvisor. That's how I found all three....and I couldn't be happier. It was a great vacation at a chill place decorated "beachy style", on a relaxed beach near nice convenient stops, all the while having Siesta Village and Siesta Key Beach just down the road. Siesta Village is awesome and less crowded on weekdays. We had no problem parking even with the July 4th weekend and the offshore powerboat racing both that week. That being said this is a rental condo, and they are not perfect, because they are used and loved. I miss it. We will go back. And, the owners are super good at communicating, troubleshooting, returning security deposits, and all the other things we would hope work well after a great relaxing week. Be careful shopping, there are a lot of condos that say waterfront that aren't oceanfront. and lots of condos aren't really on the ocean although you are made to believe they are, but this one really is. Big Gulf of Mexico views in your face for a week. Big sunsets. Big sunburns. Big bellies full of super fresh fish. Big smiles from your family and friends. I say, book it and dare to be called Vacation Hero....

from £278 / night

£1,944 / week

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avg. 32 minutes

from £278 / night

(2) Excellent 

26

Holiday villa in Siesta Key

Florida / Siesta Key

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £158 / night

£788 - £1,481 / week

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avg. 1 hour 31 minutes

from £158 / night

(1) Excellent 

24

Home rental in Siesta Key with swimming pool

Florida / Siesta Key

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £151 / night

£1,053 / week

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avg. 2 hours 36 minutes

from £151 / night

(1) Excellent 

18

Holiday condo in Siesta Key

Florida / Siesta Key

2 6 14 nights min

  • 2 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £84 / night

£585 / week

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from £84 / night

30

Holiday condo in Siesta Key

Florida / Siesta Key

2 5 14 nights min

  • 2 bedrooms
  • sleeps 5
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £89 / night

£624 / week

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from £89 / night

(1) Excellent 

38

Holiday townhouse in Siesta Key

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £184 / night

£1,170 - £1,403 / week

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avg. 3 hours 23 minutes

from £184 / night

25

Holiday townhouse in Siesta Key

Florida / Siesta Key

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £194 / night

£1,359 / week

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from £194 / night

(24) Excellent 

16

Siesta Key holiday apartment rental

Florida / Siesta Key

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £121 / night

£780 - £1,322 / week

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avg. 35 minutes

from £121 / night

11

Condo rental in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly

from £132 / night

£922 / week

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from £132 / night

45

Siesta Key holiday condo rental

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £67 / night

£464 - £1,014 / week

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Responds fast!
avg. 2 hours 56 minutes

from £67 / night

(4) Excellent 

16

Siesta Key holiday home rental

Florida / Siesta Key

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 0.32 km
  • Child friendly
  • Air conditioning

from £93 / night

£650 / week

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from £93 / night

(16) Excellent 

21

Siesta Key holiday apartment rental

Florida / Siesta Key

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £156 / night

£1,033 - £1,637 / week

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avg. 35 minutes

from £156 / night

42

Siesta Key holiday condo let

Florida / Siesta Key

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £173 / night

£666 - £1,681 / week

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avg. 2 minutes

from £173 / night

(2) Excellent 

10

Holiday condo in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£702 / week

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from £100 / night

46

Holiday home with swimming pool in Siesta Key

Florida / Siesta Key

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £195 / night

£1,364 / week

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avg. 2 minutes

from £195 / night

21

Holiday condo rental

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £101 / night

£704 / week

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from £101 / night

(4) Excellent 

37

Holiday villa rental

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £124 / night

£868 / week

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Responds fast!
avg. 1 hour 42 minutes

from £124 / night

(4) Excellent 

12

Holiday apartment in Siesta Key

Florida / Siesta Key

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £196 / night

£1,370 / week

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Responds fast!
avg. 1 hour 50 minutes

from £196 / night

(5) Very Good 

36

Siesta Key holiday apartment rental

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £78 / night

£546 - £975 / week

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Responds fast!
avg. 3 hours 33 minutes

from £78 / night

(1)  

32

Siesta Key holiday apartment rental

Florida / Siesta Key

2 6 28 nights min

  • 2 bedrooms
  • sleeps 6
  • 28 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £85 / night

£624 / week

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avg. 2 minutes

from £85 / night

36

Holiday apartment in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £84 / night

£453 - £1,190 / week

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Responds fast!
avg. 2 minutes

from £84 / night

31

Holiday home in Siesta Key

Florida / Siesta Key

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £272 / night

£1,905 / week

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from £272 / night

(23) Very Good 

40

Home rental in Siesta Key

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £234 / night

£1,170 - £1,637 / week

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avg. 56 minutes

from £234 / night

(17) Excellent 

28

Holiday townhouse in Siesta Key

Florida / Siesta Key

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £147 / night

£1,026 / week

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Responds fast!
avg. 1 hour 1 minutes

from £147 / night

19

Holiday apartment in Siesta Key

Florida / Siesta Key

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £132 / night

£922 / week

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from £132 / night

(5) Very Good 

42

Holiday condo with swimming pool in Siesta Key

Florida / Siesta Key

2 5 6 nights min

  • 2 bedrooms
  • sleeps 5
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £74 / night

£513 / week

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Responds fast!
avg. 3 hours 57 minutes

from £74 / night

36

Siesta Key holiday apartment rental

Florida / Siesta Key

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £133 / night

£710 - £1,042 / week

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avg. 2 minutes

from £133 / night

45

Holiday condo with shared pool in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £84 / night

£437 - £1,468 / week

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avg. 2 minutes

from £84 / night

(15) Very Good 

32

Siesta Key holiday cottage rental

Florida / Siesta Key

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £70 / night

£487 / week

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Responds fast!
avg. 1 hour 3 minutes

from £70 / night

(7) Very Good 

26

Siesta Key holiday villa rental

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £141 / night

£1,325 / week

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Responds fast!
avg. 3 hours 14 minutes

from £141 / night

14

Holiday cottage in Siesta Key

Florida / Siesta Key

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly

from £93 / night

£650 / week

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from £93 / night

(1) Excellent 

36

Apartment rental in Siesta Key with shared pool

Florida / Siesta Key

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £179 / night

£688 - £1,381 / week

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Responds fast!
avg. 2 minutes

from £179 / night

(1) Excellent 

42

Siesta Key holiday home rental

Florida / Siesta Key

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £113 / night

£786 - £1,403 / week

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Responds fast!
avg. 2 minutes

from £113 / night

(11) Excellent 

27

Siesta Key holiday apartment rental

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £124 / night

£866 - £1,789 / week

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Responds fast!
avg. 2 hours 59 minutes

from £124 / night

(5) Excellent 

40

Holiday condo in Siesta Key

Florida / Siesta Key

1 3 14 nights min

  • 1 bedroom
  • sleeps 3
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £78 / night

£541 / week

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Responds fast!
avg. 3 hours 39 minutes

from £78 / night

(4) Excellent 

Certificate of Excellence

36

Apartment rental in Siesta Key with shared pool

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £110 / night

£562 - £1,473 / week

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Responds fast!
avg. 2 minutes

from £110 / night

16

Holiday villa in Siesta Key

Florida / Siesta Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £148 / night

£1,032 / week

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from £148 / night

36

Apartment rental in Siesta Key with shared pool

Florida / Siesta Key

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £101 / night

£573 - £1,042 / week

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Responds fast!
avg. 2 minutes

from £101 / night

(1) Excellent 

36

Holiday home with swimming pool in Siesta Key

Florida / Siesta Key

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £157 / night

£1,212 - £1,441 / week

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Responds fast!
avg. 2 minutes

from £157 / night

36

Holiday condo in Siesta Key

Florida / Siesta Key

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £117 / night

£817 - £1,376 / week

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from £117 / night

Top Destination reviews

2/2 Ground Floor Condo with Patio on Intracoastal
Siesta Key Condo

Condo is beautifully situated on instracoastal shoreline on Siesta Key looking out to Sarasota on mainland. It takes approximately 10 min to walk on to the stunning beach looking out to Mexican Gulf. The condo itself was spotless and had all the amenities required to make our stay so enjoyable. The patio with table, chairs and hammock were a welcome bonus and allowed to appreciate the beautiful surroundings without having to leave the condo !!! Since the original booking, the owner has been easily contactable and responsive with any questions we had prior to our arrival. Great value for money and would not hesitate to rebook for future visits.see more
Siesta Key 3 Bdrm Private House with Heated Pool minutes from village and beach
Mr

My wife and I enjoyed the most wonderful holiday in this excellent villa. It was very comfortable, had everything we needed and more, and is perfectly situated for the beaches and Siesta Key village is a short walk or bike ride away. The pool was a great bonus. All together, this was a great holiday.see more
Siesta Key - 2bdrm on the beach - amazing views!!
Awesome place! Comforts of home, but with an amazing view!!!

Loved our stay. Very comfortable beach getaway. Everything we needed was here. Great sunsets, beach, and pool. Saw two manatee, lots of pelican, and one turtle. The lanai overlooking the beach and water was a real hit! Would definitely stay again! … see more
Beautiful & Modern Condo - Walk to Beach & Village
A hidden gem

Arrived 13th June 16 and stayed for an amazing 3 weeks. Minor problem re A/C sorted promptly by Nicole the owner next day after arrival and a mix of beers sent via courier by Nicole same day for minor inconvenience - very much appreciated. Stayed with my wife,daughter and family friend. Very well appointed Condo with all mod cons and finished to a high standard - just loved it!! Spoilt for choice re restaurants in the area and beach which is fabulous very convenient. Pool in the complex really good and well maintained. A real plus having your own washer and dryer in Condo. Will definitely return - big thank you to Nicole and Boris for making our stay simply magical see more

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