Cycling holiday villas and apartments USA East Coast | Holiday Lettings

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3,036 Holiday homes

Filters applied: Cycling holidays

(34) Excellent 

31

Home letting in Davenport with shared pool, golf nearby

Davenport / Highlands Reserve Golf Course

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
“Fab place great time had by all” The villa was excellent with everything you would need and more The games room was great for unwinding after a full day in one of the parks We had thanks giving day there and found everything we could need I would r  …see more

from £142 / night

£888 - £1009 / week

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from £142 / night

(11) Excellent 

26

Orlando holiday villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A hidden gem!” My family and I booked this home for a week's vacation, to really get away and relax from it all. What a fantastic home this is, we've stayed in hotels and condo's before but this is something else and as the title alludes to its 'a hid  …see more

from £145 / night

£1015 - £1750 / week

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from £145 / night

(21) Excellent 

24

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“5* amazing! Comfortable Thanks..” I couldn't fault anything clean, tidy, home from home. Thanks very much Wendy would diff return again. We rented car while there which made trips easier. Quick check in no hassle. Didn't use pool, bar, fitness room et  …see more

from £120 / night

£695 - £750 / week

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from £120 / night

(19) Excellent 

16

Holiday home rental

Lake County / Clermont

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 92 km
  • Swimming pool
  • Child friendly
“Absolutely AMAZING” It was exactly what we were looking for! A relaxing, peaceful, cozy home with MAGNIFICENT views all around in a private, gated community. Our family had a chance to spend relaxing quality time enjoying nature at its best. At the  …see more

from £113 / night

£710 - £839 / week

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from £113 / night

27

Orlando holiday home rental

Central Florida / Orlando

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Location! Luxury! Serenity! This magnificent 5 bed 3 bath home is a short drive to Orlando's most popular attractions. When you are not cruising around the parks, you can enjoy large private pool and spa overlooking a Conservation. Welcome to our beautiful One le  …see more

from £121 / night

£847 / week

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from £121 / night

(6) Very Good 

29

Davenport holiday villa rental

Davenport / Highlands Reserve Golf Course

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 86 km
  • Swimming pool
  • Child friendly
“Great facilities and great location make for a great vacation.” Facilities: The house, pool and grounds are well maintained and inviting. The house itself is roomy, well appointed with quality furniture and appliances, and professionally decorated. Ev  …see more

from £100 / night

£700 - £770 / week

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from £100 / night

(2) Excellent 

15

Kissimmee holiday villa accommodation

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
Minutes from Disney, emerald island resort, 4 bed, not overlooked, private heated pool & spa, 3 bath, games area, free broadband, resort facilities.  …see more

from £150 / night

£1045 / week

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from £150 / night

(30) Excellent 

23

Holiday home with swimming pool in Kissimmee

Kissimmee / Oak Island Cove

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Ideally situated, beautifully kept property with everything you ever need, a home from home!” This was our first family holiday to Florida and the villa absolutely had everything we wanted to enjoy our holiday! Ideally situated with ease if access to  …see more

from £100 / night

£600 - £700 / week

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from £100 / night

(10) Excellent 

22

Davenport holiday villa rental

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
A spacious 6 bedroom,Mediterranean style villa with games room, pool and spa and extended deck. Conservation and lake views on the prestigious Watersong Resort. All bedrooms are en-suite with cable TV. 2 king size, 2 double and 2 twin bedrooms. Mains gas BBQ.<br />  …see more

from £125 / night

£932 - £1389 / week

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from £125 / night

(29) Excellent 

90

Villa rental in Kissimmee with swimming pool

Kissimmee / Eagle Pointe

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Comfortable villa in good location” We stayed for 4 nights to attend the Mecum Auto auction. The villa was spacious ,clean and reasonable to rent. Accessible to all Orlando attractions. Travelers need to bring everything, paper goods, coffee, cream  …see more

from £65 / night

£455 - £553 / week

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from £65 / night

(8) Very Good 

24

Villa rental in Kissimmee with golf nearby

Kissimmee / Oak Island Cove

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
Positioned on Oak Island Cove next to Formosa Gardens, this is one of the most exclusive vacation sub rental divisions in Central Florida. Every amenity is close at hand for a wonderful vacation. No other location boasts a 5 minute journey to Disney World, Orlando. The  …see more

from £133 / night

£925 - £1195 / week

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from £133 / night

(10) Very Good 

21

Holiday apartment with shared pool in Miami Beach

Florida / Miami Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
WIFI,CABLE,DVD,,TV,AIR CONDITIONED ALL INCLUDED QUITE WITH A REAL GOOD BED TO REST......  …see more

from £56 / night

£556 - £642 / week

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from £56 / night

(13) Excellent 

26

Holiday villa in Orlando

Central Florida / Orlando

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fabulous, beyond our expectations” A fabulous property and a very responsive owner. Very large home with beautiful layout, plenty of baths and bedrooms and a wonderful large pool and hot tub. We and our friends and family really did not want to lea  …see more

from £161 / night

£1124 / week

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from £161 / night

(13) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
LUXURY LAKESIDE VILLA *Great reviews* Private floodlit pool & jacuzzi. Easy drive to parks. Just 10 mins Disney. Child friendly, teenage chillout room, wifi, superb view. No rear neighbours - just lake trees......and Peace!<br />Sunny South Facing Pool with sh  …see more

from £95 / night

£605 - £725 / week

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from £95 / night

(43) Excellent 

39

Kissimmee holiday villa rental

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful villa in an excellent location” I stayed at Disney Davella for one week with my husband and parents. There are two excellent master bedrooms which made it perfect for us (with a bathroom off each) and an extra toilet downstairs as well. Th  …see more

from £100 / night

£595 - £895 / week

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from £100 / night

(16) Excellent 

42

Palm Harbor holiday apartment rental

Florida / Palm Harbor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Lovely villa, home from home” Just returned today fromTarpon Springs, The villa is a lovely size and has all the amenties required for a relaxing stay. The rooms are very big and the balcony has a very pleasant view of the marina. Head out in the suns  …see more

from £70 / night

£395 / week

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from £70 / night

(10) Excellent 

23

Holiday home in Fort Myers

Fort Myers / South Fort Myers

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Our perfect holiday” We and our family [ total of 6 ] arrived at the Halcyon Days Villa and immediately knew we had made the correct choice.It is a wonderful place to stay,very spacious with a great layout of rooms and a high standard of facilities.It  …see more

from £95 / night

£660 - £760 / week

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from £95 / night

(13) Excellent 

25

Holiday villa in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
The Florida Villa Belloccia (Italian:'natural beauty') appeals people who want to enjoy a luxury and modern designed home during their vacation.The exposed location at one of the few oversized water channels of Cape Coral has direct boat access to the Gulf of  …see more

from £121 / night

£847 - £1049 / week

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from £121 / night

(15) Very Good 

84

Orlando holiday villa accommodation

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great family holiday in a fantastic villa, can't wait to return :0)” Our family stayed in this beautiful villa for a week in March. Our group consisted of 3 children, 2 parents and 2 grandparents and it catered for all of us, regardless of age. The vi  …see more

from £65 / night

£455 - £895 / week

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from £65 / night

(15) Very Good 

17

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great House, Perfect Location!” House was in great shape. Had everything needed. Pool was perfect. Near everything needed. Shopping, minutes from the theme parks. Payment plan was perfect for people on a budget. Owner very responsive. We hope to rent  …see more

from £60 / night

£360 - £550 / week

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from £60 / night

(7) Excellent 

21

Bradenton holiday villa rental

Southwest Gulf Coast / Bradenton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“A wonderful holiday in a top class villa in a tranquil, beautiful setting.” Thank you Robin for letting us 4 "girls" have the use of your wonderful villa for 10 days. This is our third time in Florida and this villa is probably the overall best yet as  …see more

from £115 / night

£799 / week

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from £115 / night

(24) Excellent 

24

Madeira Beach holiday apartment rental

Florida / Madeira Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Beatiful Condo and Great Location” The Condo was very comfortable and well equipped. The view was amazing with the balcony in front of both the lounge and master bedroom. In the mornings we would sit on the balcony watching the dolphins swim by and on  …see more

from £10 / night

£11 - £920 / week

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from £10 / night

(13) Excellent 

26

Holiday villa in Cape Coral

Southwest Gulf Coast / Cape Coral

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Excellent Villa, Fantastic Location” This is probably the best villa we've stayed in out of all those we've ever rented. It is located on a quiet residential street with everything you'd ever need within within a mile or so. A car is a must to get out  …see more

from £130 / night

£484 - £1006 / week

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from £130 / night

(10) Very Good 

42

Holiday apartment in New York City

New York / New York City

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Gorgeous, spacious fully furnished 2 bedroom/2 bath apartment. The apartment has 2 bedrooms with 2 double beds, 2 twin beds, and 2 double sleeper sofas in the living room. The apartment is equipped with a Jacuzzi tub, washer and dryer, a fully supplied gourmet kitchen,  …see more

from £263 / night

£1936 - £4476 / week

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from £263 / night

(1) Excellent 

20

Boynton Beach holiday villa rental

Florida / Boynton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
CABLE TV and HIGH SPEED Internet  …see more

from £162 / night

£968 - £1130 / week

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from £162 / night

(5) Very Good 

100

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful sunsets and a fabulous vacation home” We choose Star Lake View as we were looking for a nice lakeside view as we were not disappointed. The views of the sunset were gorgeous and we loved spotting all the wild birds. The villa was immacula  …see more

from £90 / night

£585 / week

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from £90 / night

(13) Excellent 

24

Reunion holiday condo rental

Central Florida / Reunion

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 123 km
  • Swimming pool
  • Child friendly
“Clean, comfortable and great location on Reunion Resort” Had a great stay at The Reunion Resort for the third year running. Found the condo to be well equipped and having three bedrooms and three bathrooms was ideal with two teenage boys! Just a shor  …see more

from £97 / night

£678 / week

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from £97 / night

(5) Very Good 

21

Holiday villa with golf nearby in Orlando

Central Florida / Orlando

3 12 6 nights min

  • 3 bedrooms
  • Sleeps 12
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great vacation” This is a resort in Orlando, close to Universal Studios, Sea World, and Disney World. The apartments make you feel at home and have all the comfort you expect at your own place. There are many sports available if you want to stay at th  …see more

from £186 / night

£1214 - £1468 / week

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from £186 / night

26

Holiday home with swimming pool in Orlando

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This Four Start Vacation Home-away-from-Home is located in avery quiet private community. The Pool is very large and gives plenty of space for the whole family to enjoy; pool deepens from 3ft to 5 ft The Pool Deck has a covered Lanai ensuring that you can sit outside in  …see more

from £97 / night

£678 / week

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from £97 / night

(7) Excellent 

14

Holiday villa with golf nearby in Davenport

Davenport / Hampton Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 98 km
  • Swimming pool
“Beautiful and clean home away from home with plenty of room and privacy!” I am always a little apprehensive about booking online without seeing it but I'm pleased to report that everything went off without a hitch! Cindy was great to work with and s  …see more

from £100 / night

£700 - £910 / week

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from £100 / night

(3) Very Good 

24

Southwest Gulf Coast / Port Charlotte

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool

 …see more

from £58 / night

£404 - £484 / week

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from £58 / night

(2) Excellent 

12

Holiday chalet in Asheville

Asheville / Blue Ridge Mountains

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Up for vacation rentals is an authentic newer Lindal Western Cedar Chalet Home located just 35 minutes north of Asheville, NC in gated and private Wolf Laurel Resort. Built in 2009. The chalet has a main floor with Great Room with wood fireplace, wood flooring and stone  …see more

from £158 / night

£884 / week

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from £158 / night

(20) Very Good 

30

Apartment rental in Clearwater with golf nearby

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Great place , meet all are needs” A one bedroom apartment on a complex of residential and rental apartments, with parking just outside rooms. A easy place to find with the is 19 just outside. A lovely apartment with everything you need. The parse pool  …see more

from £55 / night

£300 / week

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from £55 / night

(1) Excellent 

21

Holiday villa with swimming pool, golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
“Perfect place to stay with everything you need for a brilliant holiday” Great villa in a nice gated neighbourhood close enough to all Florida has to offer but nestled away from the busy touristy areas . The villa is perfect, lovely and clean and is i  …see more

from £81 / night

£517 - £767 / week

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from £81 / night

59

Holiday home rental

Florida / New Port Richey

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
Cul de sac property which has rear lake view. 40 mins from Tampa 3 Bedroom...1 king, 2 twin, 1 full, sleeps 6..2.5 baths 3 TV's, International long distancce calls, HiSpeed Wifi. Full Kitchen...dishes/cookware/utensils dishwasher, microwave, toaster, coffeemaker  …see more

from £86 / night

£599 / week

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from £86 / night

(2) Very Good 

28

Villa rental in Rotonda West with golf nearby

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool
“Review from Guestbook” Dear Ingrid + Thorsten, Thank you for sharing your beautiful home with us! We thoroughly enjoyed our stay. The house is decorated so nicely, and has all the ammenities we were hoping for. This is the 3rd time we have rented a ho  …see more

from £98 / night

£683 - £1042 / week

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from £98 / night

(12) Excellent 

36

Southwest Gulf Coast / Sarasota

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

 …see more

from £121 / night

£783 / week

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from £121 / night

(7) Very Good 

9

Holiday villa in Davenport

Davenport / Legacy Park

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Woodland ViewsSpaciouspictures are of the actual home!  …see more

from £95 / night

£499 - £1599 / week

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from £95 / 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
Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen  …see more

from £156 / night

£1089 / week

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from £156 / night

(2) Excellent 

25

Holiday bungalow with golf nearby in St. Pete Beach

St. Pete Beach / Pass-a-Grille

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Just a few blocks from the house is a public park with playground, basketball and tennis courts.  …see more

from £113 / night

£642 - £1009 / week

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from £113 / night