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

Close

View larger map

Also consider

North America Holidays
176292 properties
United States Holidays
132441 properties
Florida Holidays
37111 properties

Siesta Key

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,539 Holiday homes

(24) 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
…see more

from £252 / night

£1,761 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £252 / 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 £75 / night

£525 / week

Book View

from £75 / night

(2) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £143 / night

£712 - £1,338 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £143 / 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 £136 / night

£951 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from £136 / 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 £166 / night

£1,057 - £1,409 / week

Book View

Responds fast!
avg. 3 hours 31 minutes

from £166 / 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 £121 / night

£564 - £845 / week

Book View

from £121 / night

21

Siesta Key holiday condo rental

Florida / Siesta Key

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £124 / night

£986 - £1,198 / week

Book View

from £124 / night

(2) Excellent 

12

Apartment rental in Siesta Key

Florida / Siesta Key

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £91 / night

£634 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £91 / night

(1) Average 

17

Holiday apartment with shared pool in Siesta Key

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £88 / night

£617 - £1,191 / week

Enquire View

from £88 / 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 £71 / night

£493 - £881 / week

Book View

from £71 / night

26

Siesta Key holiday apartment rental

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £76 / night

£564 - £996 / week

Book View

Responds fast!
avg. 3 minutes

from £76 / night

(16) Very Good 

Certificate of Excellence

31

Apartment rental in Siesta Key

Florida / Siesta Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

Certificate of Excellence

from £74 / night

£493 - £705 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £74 / night

(1) Excellent 

21

Holiday villa in Siesta Key

Florida / Siesta Key

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £93 / night

£646 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £93 / night

(12) 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 £126 / night

£878 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £126 / night

41

Siesta Key holiday apartment rental

Florida / Siesta Key

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £126 / night

£881 - £1,465 / week

Enquire View

from £126 / night

26

Holiday apartment in Siesta Key

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £147 / night

£1,025 - £1,518 / week

Enquire View

from £147 / night

13

Holiday apartment rental

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £155 / night

£1,085 - £1,761 / week

Enquire View

from £155 / night

19

Apartment rental in Siesta Key with shared pool

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £88 / night

£617 - £1,191 / week

Enquire View

from £88 / night

(8) Excellent 

24

Siesta Key holiday condo rental

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £134 / night

£1,053 - £1,624 / week

Book View

Responds fast!
avg. 51 minutes

from £134 / night

39

Holiday apartment rental

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £104 / night

£726 - £1,345 / week

Enquire View

from £104 / night

15

Holiday apartment with shared pool in Siesta Key

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £155 / night

£1,085 - £1,761 / week

Enquire View

from £155 / night

(2) Very Good 

13

Holiday apartment in Siesta Key

Florida / Siesta Key

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £91 / night

£634 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £91 / night

27

Holiday cottage in Siesta Key

Florida / Siesta Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £120 / night

£705 - £1,198 / week

Book View

from £120 / night

(1) Excellent 

23

Holiday home in Siesta Key

Florida / Siesta Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £63 / night

£979 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £63 / night

16

Condo rental in Siesta Key

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

from £117 / night

£810 - £1,022 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from £117 / night

(1) Excellent 

25

Holiday apartment in Siesta Key

Florida / Siesta Key

2 3 nights min

  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Air conditioning

from £122 / night

£845 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £122 / night

(23) Very Good 

Certificate of Excellence

23

Holiday apartment 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

Certificate of Excellence

from £71 / night

£493 - £881 / week

Book View

Responds fast!
avg. 33 minutes

from £71 / night

(3) Excellent 

20

Condo rental in Siesta Key with tennis court

Florida / Siesta Key

2 6 7 nights min

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

from £81 / night

£564 - £705 / week

Book View

from £81 / night

13

Apartment rental in Siesta Key with shared pool

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £88 / night

£617 - £1,191 / week

Enquire View

from £88 / night

(4) Excellent 

24

Holiday apartment in Siesta Key

Florida / Siesta Key

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool

from £187 / night

£1,050 - £1,476 / week

Book View

from £187 / night

24

Holiday condo in Siesta Key

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £159 / night

£881 - £1,127 / week

Book View

from £159 / night

(9) Excellent 

Certificate of Excellence

27

Holiday villa in Siesta Key

Florida / Siesta Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £350 / night

£1,951 - £3,462 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £350 / night

(2) Excellent 

26

Holiday home with swimming pool in Siesta Key

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £152 / night

£1,060 / week

Book View

Responds fast!
avg. 31 minutes

from £152 / night

26

Holiday apartment with shared pool in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £155 / night

£1,085 - £1,761 / week

Enquire View

from £155 / night

(1) Excellent 

19

Holiday condo rental

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £113 / night

£912 - £1,011 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £113 / night

30

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 £120 / night

£622 - £1,057 / week

Book View

Responds fast!
avg. 3 minutes

from £120 / night

(10) Excellent 

Certificate of Excellence

30

Siesta Key holiday condo rental

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £92 / night

£599 - £916 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £92 / night

(5) Very Good 

Certificate of Excellence

42

Condo rental in Siesta Key

Florida / Siesta Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £110 / night

£766 - £1,605 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £110 / night

(6) 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 £127 / night

£1,198 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £127 / night

30

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 £76 / night

£454 - £1,164 / week

Book View

Responds fast!
avg. 3 minutes

from £76 / 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