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

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1,383 Holiday homes

Siesta Key holiday condo rental

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 5

“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 £219 / night

£1,530 - £2,357 / week

1 / 28

Home rental in Siesta Key with swimming pool

Siesta Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £210 / night

£1,464 / week

1 / 24

Holiday villa in Siesta Key

Siesta Key villa

4 bedrooms • 2 bathrooms • sleeps 8

from £219 / night

£1,090 - £2,624 / week

1 / 26

Holiday townhouse in Siesta Key

Siesta Key townhouse

2 bedrooms • 4 bathrooms • sleeps 6

from £196 / night

£1,249 / week

1 / 38

Holiday condo in Siesta Key

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 6

from £232 / night

£1,623 / week

1 / 27

Condo rental in Siesta Key

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 8

from £258 / night

£1,807 / week

1 / 18

Holiday home with swimming pool in Siesta Key

Siesta Key house

4 bedrooms • 3 bathrooms • sleeps 8

from £212 / night

£2,594 / week

1 / 43

Siesta Key holiday condo rental

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 6

from £84 / night

£585 / week

1 / 58

Siesta Key holiday home rental

Siesta Key house

1 bedroom • 1 bathroom • sleeps 2

from £116 / night

£810 / week

1 / 12

Holiday condo with swimming pool in Siesta Key

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 5

from £92 / night

£639 / week

1 / 40

Siesta Key holiday apartment rental

Siesta Key apartment

2 bedrooms • 1 bathroom • sleeps 5

“Awesome experience” This was our first experience renting a condo,and it exceeded our expectations. The location is excellent,close to everything but also feels very private and relaxing. The owners were quick to respond to our inquiries and they provide everything you need for a beach trip. We loved the patio area and spent most our time in the property out there grilling, and hanging out by the hammock. It was also convenient to be able to take our dog for a quick potty break right outside in the backyard. Will definitely be coming back,hopefully soon!

from £148 / night

£1,031 - £1,262 / week

1 / 16

Siesta Key holiday apartment rental

Siesta Key apartment

3 bedrooms • 2 bathrooms • sleeps 7

from £210 / night

£1,462 - £1,848 / week

1 / 23

Siesta Key holiday condo let

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 5

from £99 / night

£671 - £2,253 / week

1 / 43

Holiday condo with shared pool in Siesta Key

Siesta Key condo

2 bedrooms • 1 bathroom • sleeps 6

from £72 / night

£554 - £1,292 / week

1 / 52

Siesta Key holiday apartment rental

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £192 / night

£1,251 - £2,218 / week

1 / 59

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £92 / night

£654 - £2,434 / week

1 / 43

Holiday townhouse in Siesta Key

Siesta Key townhouse

1 bedroom • 1 bathroom • sleeps 4

from £239 / night

£1,670 / week

1 / 24

Holiday apartment in Siesta Key

Siesta Key apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £367 / night

£2,566 / week

1 / 19

Holiday apartment in Siesta Key

Siesta Key apartment

1 bedroom • 1 bathroom • sleeps 4

“What a great place!!” Beautiful location, very nice and clean. Very cold aC unit if you so desired. Great location, will be back every year.

from £76 / night

£548 - £800 / week

1 / 30

Holiday apartment in Siesta Key

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £211 / night

£1,478 / week

1 / 16

Siesta Key holiday apartment rental

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £92 / night

£539 - £1,312 / week

1 / 45

Siesta Key holiday condo rental

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 6

from £179 / night

£1,251 - £1,762 / week

1 / 24

Holiday apartment in Siesta Key

Siesta Key apartment

2 bedrooms • 1 bathroom • sleeps 6

from £90 / night

£498 - £1,705 / week

1 / 55

Holiday home with swimming pool in Siesta Key

Siesta Key house

4 bedrooms • 3 bathrooms • sleeps 6

from £218 / night

£1,380 - £2,422 / week

1 / 37

Siesta Key holiday home rental

Siesta Key house

3 bedrooms • 2 bathrooms • sleeps 8

from £119 / night

£838 - £2,009 / week

1 / 44

Holiday villa in Siesta Key

Siesta Key villa

2 bedrooms • 2 bathrooms • sleeps 6

from £401 / night

£2,806 / week

1 / 16

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

3 bedrooms • 3 bathrooms • sleeps 8

from £192 / night

£783 - £1,749 / week

1 / 62

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £113 / night

£578 - £1,327 / week

1 / 37

Siesta Key holiday villa rental

Siesta Key villa

2 bedrooms • 2 bathrooms • sleeps 6

from £395 / night

£2,765 / week

1 / 40

Siesta Key holiday apartment rental

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £87 / night

£670 / week

1 / 34

Siesta Key holiday condo rental

Siesta Key condo

1 bedroom • 1 bathroom • sleeps 4

from £111 / night

£777 - £2,001 / week

1 / 37

Siesta Key holiday hotel apartment rental

Siesta Key hotel apartment

3 bedrooms • 1 bathroom • sleeps 6

from £100 / night

£699 / week

1 / 14

Siesta Key holiday condo accommodation

Siesta Key condo

2 bedrooms • 1 bathroom • sleeps 5

from £66 / night

£463 / week

1 / 41

Holiday apartment in Siesta Key

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £157 / night

£1,095 - £1,805 / week

1 / 32

Holiday condo with shared pool in Siesta Key

Siesta Key condo

2 bedrooms • 2 bathrooms • sleeps 6

from £113 / night

£543 - £1,796 / week

1 / 59

Holiday apartment rental

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £138 / night

£967 / week

1 / 36

Siesta Key holiday apartment rental

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

“great family vacation!” We stayed here for a week in april 2013. It was a great vacation! The condo was fantastic. No complaints; it was clean, spacious, and really well equipped. We had everything that we needed; we were minutes from the beach; and the kids loved the pool. The condo is close to everything, and in such a beautiful neighborhood.

from £93 / night

£646 - £972 / week

1 / 22

Holiday apartment in Siesta Key

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £164 / night

£1,148 / week

1 / 36

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £120 / night

£841 - £1,612 / week

1 / 23

Siesta Key holiday apartment rental

Siesta Key apartment

1 bedroom • 1 bathroom • sleeps 4

from £66 / night

£463 / week

1 / 27

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Siesta Key holidays

What was once a secret gem known to only a few, has rapidly become America's darling beach town.

Siesta Key, located in Sarasota County and about an hour south of the Tampa Bay Area, is an eight-mile island accessible by two bridges from the mainland. Sandals and swimming suits are accepted - even expected in virtually all of the restaurants and boutiques that populated the island - especially so of those located in Siesta Key Village. The atmosphere is as cool as the white quartz sands in the daytime, and while libations and celebrations can warm up the evening, you are never to far from a tiki-esque style bar and the quiet sounds of ocean waves gliding up and down the beach.

In 2011, Dr. Beach named Siesta Beach No. 1 in the nation for its sugary white sand. Siesta Key beach is, in fact, almost entirely composed of crushed quarts crystal. This unique composition not only makes this sand sparkle under the Florida sun, but also keeps the sand cool on even the hottest of Florida summer days. The sand is perfect for sculpting, and every year Siesta Key is home to world-class sand sculpting competitions.

Despite its popularity, there are still quiet corners of Siesta to sneak off to and explore.

Turtle Beach located at the southern end of Siesta Key has sand that's a bit coarser. This beach is a great fishing and snorkelling hot spot. The beach has a steeper incline and carries more shells. After a storm beachcombers might even find a petrified shark's tooth. Nearby are restaurants, shopping and a few local nightspots.

Crescent Beach is another quieter spot, just south of Siesta Key Beach. Enjoy the same blue waters in a secluded atmosphere. This area contains coral formations and bright marine life - perfect for diving.

Siesta Key is perfectly fit for families, singles, and couples alike. Lodging accommodations can be found throughout the key, including hundreds of holiday rentals. Though active year round, Siesta Key's peak season runs January through April. Plan to book your stay as soon as possible if your holiday is planned within that duration.

Information provided by:Visit Sarasota County

Top Destination reviews

Lakefront Oasis 3 Bdrm 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
Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach
Paradise

The apt is very well appointed and spacious. Ruth is very amenable and easy to get in touch with. Having a land line so that family could contact us was a great bonus. Saved us using our u.k. mobile which can be very expensive.. local calls are free. We visit siesta every year for a month and this is one of the best places we have stayed.. close to the wonderful beach. The pool area Iis very picturesque . This with the unique siesta village nightlife. Makes it a perfect place for all ages Thanks Ruthsee 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

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