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Hiking & Walking Holiday Accommodation in Siesta Key - Holiday Lettings

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99 properties suitable for rambling, hiking & walking

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Siesta Key holiday apartment rental

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £184 / night

£1,287 - £2,281 / week

1 / 59

Siesta Key holiday apartment rental

Siesta Key apartment

1 bedroom • 1 bathroom • sleeps 4

from £129 / night

£903 - £1,145 / week

1 / 27

Holiday townhouse in Siesta Key

Siesta Key townhouse

2 bedrooms • 4 bathrooms • sleeps 6

from £323 / night

£2,260 / week

1 / 38

Holiday apartment in Siesta Key

Siesta Key apartment

1 bedroom • 2 bathrooms • sleeps 4

from £121 / night

£1,033 / week

1 / 21

Holiday cottage accommodation

Siesta Key cottage

3 bedrooms • 3 bathrooms • sleeps 6

from £165 / night

£1,155 / week

1 / 30

Holiday cottage in Siesta Key

Siesta Key cottage

2 bedrooms • 2 bathrooms • sleeps 3

from £49 / night

£344 / week

1 / 24

Holiday apartment with shared pool in Siesta Key

Siesta Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £117 / night

£816 / week

1 / 25

Home rental in Siesta Key with swimming pool

Siesta Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £161 / night

£1,126 / week

1 / 24

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 £96 / night

£673 - £1,012 / week

1 / 35

Villa rental in Siesta Key

Siesta Key villa

3 bedrooms • 3 bathrooms • sleeps 8

“I'll be back!” We crave sea, sand, and sun, so a couple of years ago we drove from Toronto, Canada all the way south to Key West and back staying in several locations on the east and then west coast of Florida and we picked Siesta Keys as our family vacation spot. First year we booked online and then on location went to check out local rental properties and prices. This townhouse was #1. It's beautiful, fresh as if you're the first to live in it, neatly decorated and very close to the beach (we just walked barefoot and in our swimwear for about 100m - and there you are at the water), best in location and price! We spent three weeks in 2011 and came back again for the august 2012. It's truly a pleasure to deal with people like Tim&Viv;! I'm very grateful for their informative responses to our inquiries about the place and amenities around and kind attention to details in preparing the house for our stay. As soon as we entered the spacious sunlit living room and I saw the basket with welcome gifts on the table I knew it was time to relax and enjoy my vacation. It switched me into a different mood right away - peaceful, joyful and relaxed. Coming from a big city with its daily hustle-bustle we really appreciate the difference in atmosphere and pace here it doesn't take days or weeks to "decompress". Tim&Viv; knew how to make it very easy, relaxing, and comfortable. Our kids were very happy to find bikes and swimming gear in the garage not to mention to have one TV in each room so remote control wars were prevented. We try to buy organic so it's very convenient to have an Earth Origins Market 3min away. Also there's a Publix and many restaurants in the area. For art lovers there's a great art gallery in Sarasota: Ringling Museum of art - surprisingly rich collection of works by the Old Masters. A visit here is a must! Sunsets here are so spectacular that their grandeur can never be captured by a camera. I hope we'll come back again and again to the warmth and hospitality of this house.

from £332 / night

£2,324 / week

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Holiday villa rental

Siesta Key villa

2 bedrooms • 1 bathroom • sleeps 4

“This place was absolutely perfect!” This place was amazing. We stayed here just a week:( but we will definitely be back. The condo was clean, fully equipped, comfortable and perfectly located. The beautiful beach was a very short walk away and the lovely heated pool was even closer. I came here with 2 of my daughters 18 and 22. They loved it also. The restaurant “ The Toastd Mango” right across the street had delicious omelettes and friendly staff. The trolley stop is also right across the street and it takes you into the village. And back free! So park your car because everything is right here:) ENJOY

from £143 / night

£864 / week

1 / 41

Holiday home with swimming pool in Siesta Key

Siesta Key house

4 bedrooms • 4 bathrooms • sleeps 12

from £280 / night

£2,152 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Bradenton with golf nearby

Bradenton house

4 bedrooms • 2 bathrooms • sleeps 8

from £12 / night

£695 - £1,699 / week

1 / 15

Bradenton Beach holiday home rental

Bradenton Beach house

3 bedrooms • 3 bathrooms • sleeps 6

from £173 / night

£1,205 - £2,066 / week

1 / 25

Holiday villa in Venice

Venice villa

2 bedrooms • 2 bathrooms • sleeps 4

from £82 / night

£573 / week

1 / 17

Holiday apartment with golf nearby in Bradenton

Bradenton apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £108 / night

£754 / week

1 / 24

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

2 bedrooms • 1 bathroom • sleeps 5

from £76 / night

£533 / week

1 / 17

Holiday home in Venice

Venice house

3 bedrooms • 2 bathrooms • sleeps 2

from £201 / night

£1,406 / week

1 / 40

Holiday apartment with golf nearby in Bradenton

Bradenton apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £101 / night

£703 / week

1 / 19

Holiday home in Holmes Beach

Holmes Beach house

3 bedrooms • 3 bathrooms • sleeps 6

from £197 / night

£1,378 / week

1 / 28

Holiday condo in Longboat Key

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 4

from £241 / night

£1,636 - £2,368 / week

1 / 13

Apartment rental in Holmes Beach

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £95 / night

£663 / week

1 / 20

Holiday condo rental

Sarasota condo

2 bedrooms • 2 bathrooms • sleeps 4

from £84 / night

£583 / week

1 / 52

Condo rental in Bradenton Beach

Bradenton Beach condo

1 bedroom • 1 bathroom • sleeps 4

from £117 / night

£818 - £1,636 / week

1 / 40

Longboat Key holiday apartment rental

Longboat Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £168 / night

£1,119 / week

1 / 28

Holiday home in Sarasota

Sarasota house

4 bedrooms • 3 bathrooms • sleeps 9

from £267 / night

£1,830 - £2,131 / week

1 / 23

Holiday home rental

Nokomis house

3 bedrooms • 2 bathrooms • sleeps 8

from £82 / night

£573 / week

1 / 24

Holiday condo in Sarasota

Sarasota condo

2 bedrooms • 2 bathrooms • sleeps 6

from £78 / night

£543 / week

1 / 22

Holiday villa with golf nearby in Venice

Venice villa

2 bedrooms • 2 bathrooms • sleeps 4

from £58 / night

£431 - £581 / week

1 / 36

Home rental in Palma Sola

Palma Sola house

3 bedrooms • 2 bathrooms • sleeps 6

from £121 / night

£775 - £1,100 / week

1 / 28

Nokomis holiday home rental

Nokomis house

3 bedrooms • 2 bathrooms • sleeps 6

from £130 / night

£904 / week

1 / 39

Holiday home in Bradenton

Bradenton house

3 bedrooms • 2 bathrooms • sleeps 8

from £137 / night

£958 / week

1 / 74

Lockwood Ridge holiday home rental

Lockwood Ridge house

3 bedrooms • 2 bathrooms • sleeps 15

from £114 / night

£796 / week

1 / 21

Holiday home in Cortez

Cortez house

2 bedrooms • 1 bathroom • sleeps 4

from £285 / night

£1,403 - £6,544 / week

1 / 60

Bradenton Beach holiday apartment accommodation

Bradenton Beach apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £187 / night

£1,308 / week

1 / 52

Apartment rental in Anna Maria Island with golf nearby

Anna Maria Island apartment

2 bedrooms • 2 bathrooms • sleeps 5

from £204 / night

£873 - £4,372 / week

1 / 83

Holiday apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £183 / night

£748 - £3,050 / week

1 / 58

Holiday condo with golf nearby in Bradenton Beach

Bradenton Beach condo

2 bedrooms • 2 bathrooms • sleeps 4

from £176 / night

£748 - £3,080 / week

1 / 65

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £167 / night

£748 - £3,080 / week

1 / 47

Holiday apartment rental

Bradenton Beach apartment

2 bedrooms • 1 bathroom • sleeps 6

from £179 / night

£686 - £3,598 / week

1 / 42

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