Villas with a pool Florida Gulf Coast | Apartments to rent with swimming facilities | Holiday Lettings

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Florida Gulf Coast

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5,336 Holiday homes

Filters applied: Swimming pool (5,365)

(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 £115 / night

£804 - £1046 / week

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from £115 / night

(6) Excellent 

14

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic villa and excellent service” Jill, Just a few thoughts for you & the owners as we prepare, reluctantly, for our departure early tomorrow morning. As regular Rotonda renters, our experience this time has been really positive from our initi  …see more

from £85 / night

£575 - £895 / week

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from £85 / night

(22) Excellent 

28

Condo rental in St. Petersburg

Florida / St. Petersburg

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Peaceful, spotless, waterside apartment” I loved getting up each morning to the tranquillity of this special place. Modern, well equipped and ideal holiday rental. The complex is safe and the pool area spacious and quiet. The excitement of the mornin  …see more

from £92 / night

£575 - £600 / week

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from £92 / night

(4) Excellent 

28

Holiday condo in Anna Maria Island

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Condo in Anna Maria Island, Florida: Relax in this recently re-furnished, roomy and well maintained 2 bedroom / 2 bathroom condo with covered parking & a heated pool.<br />Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach  …see more

from £85 / night

£590 - £1380 / week

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from £85 / night

(20) Excellent 

24

Holiday villa in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
All the beach / sunset photos on this site are taken from the beach directly across the road.  …see more

from £146 / night

£1308 - £1816 / week

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from £146 / night

(3) Excellent 

16

Holiday villa in Venice

Southwest Gulf Coast / Venice

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
4 minutes from our private beach, 10 minutes from Venice Village and 9 golf courses, and 5 from all shops.  …see more

from £90 / night

£600 - £700 / week

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from £90 / night

27

Naples / Lely Resort

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool

 …see more

from £88 / night

£615 - £779 / week

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from £88 / night

(2) Excellent 

10

Holiday villa letting

Rotonda West / Long Meadow

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
Fantastic management company to care for your every need at this fantastic home.WI FiBBQBikesGolf ClubsJacuzzi baths in both master suitesElectric and solar heated poolKing size beds in both master suitesUpgraded kitchen and bathrooms Every appliance<br />Long ter  …see more

from £85 / night

£595 - £995 / week

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from £85 / 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

(16) Excellent 

22

Holiday villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Marbari Villa- 5Star Holiday Villa” We have just returned from a three week trip to Floida staying in this property for the final week of our vacation. We are all agreed that this property was the most well appointed, and comfortable villa we have sta  …see more

from £66 / night

£460 - £500 / week

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from £66 / 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

(23) Excellent 

24

Holiday villa in Rotonda West

Rotonda West / Rotonda Lakes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Perfect relaxing holiday” This beautiful villa is situated on a calm street in a less known part of Florida. Perfect area for walks, jogging or biking. But Sarasota, Tampa, Fort Mayers and more is around the corner if you are looking for more action.  …see more

from £85 / night

£495 - £650 / week

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from £85 / night

(2) Very Good 

26

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 £100 / night

£700 - £1069 / week

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from £100 / night

(9) Excellent 

17

Holiday apartment in Bradenton

Southwest Gulf Coast / Bradenton

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
A spacious, open-plan apartment situated on the central Gulf Coast of Florida. Master b/r with queen bed, ensuite and walk-in closet. Guest b/r with twin beds and own bathroom. Well-equipped kitchen with breakfast nook. Lanai (balcony). TV, DVD, audio. Washer, dryer.  …see more

from £73 / night

£489 - £737 / week

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from £73 / 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 £132 / night

£492 - £1023 / week

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from £132 / night

(12) Excellent 

25

Holiday home accommodation

Fort Myers Beach / Estero Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
Bayfront house with large pool for entertaining. Benefits from 4 bedrooms and 2 living rooms! Beautiful location and large private lot. Very close walking distance to the beach.<br />Great for families but proximity to water means children should be supervised. So  …see more

from £305 / night

£1558 - £2468 / week

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from £305 / night

(8) Excellent 

24

Sanibel Island holiday home rental

Southwest Gulf Coast / Sanibel Island

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Great accomodation on Sanibel Island” We were very lucky to find this beautiful house on Sanibel Island. It is extremely well kept and ticks all the boxes-swimming pool, 5 minute walk to the beach, spacious and clean. Everything works well and is of  …see more

from £141 / night

£984 - £1640 / week

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from £141 / night

(5) Excellent 

20

Holiday villa in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Immaculately maintained villa, fully air-conditioned and extremely well furnished and equipped. South facing, large lanai and heated pool. Excellent for families, golfers and sunlovers. Beautiful beaches, golf and so much more. Perfect location for peace and relaxation.  …see more

from £80 / night

£560 / week

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from £80 / night

(13) Very Good 

24

Home rental in Fort Myers with golf nearby

Fort Myers / South Fort Myers

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
“Great Southwest Florida Destination!!” Our family of five recently returned from a 10 day stay at this home. The home is in a quiet neighborhood, very convenient to the airport, Highway 75, shopping and golf courses. The home is beautifully decorate  …see more

from £72 / night

£500 - £815 / week

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from £72 / night

(11) Very Good 

28

Villa rental in Naples with golf nearby

Naples / Lely Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 13 km
  • Swimming pool
Luxury 3 bedroom home located in a gated community in the exclusive Lely Resort Golf & Country Club in SW Naples. Large heated pool & spa with South facing lanai offering tranquil lake views. Minutes from the Gulf Coast, Marco Island and Downtown Naples.  …see more

from £135 / night

£943 - £1230 / week

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from £135 / night

(12) Excellent 

28

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Located midway along the gulf coast between Sarasota and Fort Myers, this outstanding luxury home is located in a quiet undeveloped cul-de-sac in Rotonda West on the edge of a nature reserve, on the beautiful Cape Haze peninsula near Port Charlotte. Heated pool & sp  …see more

from £115 / night

£800 / week

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from £115 / night

20

Holiday villa in Cape Coral

Southwest Gulf Coast / Cape Coral

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted for Payment in US$ | Euro | GBP In business for over 15 years : All Homes are Licensed by State of Florida -  …see more

from £229 / night

£1599 - £2746 / week

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from £229 / night

12

Southwest Gulf Coast / Bradenton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £100 / night

£697 - £1132 / week

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from £100 / night

(10) Excellent 

18

Holiday villa with golf nearby in Estero

Southwest Gulf Coast / Estero

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Just what we were looking for.....what was on the label was in the box.” Apartment is well located, extremely comfortable, very clean and easy to live in. It was so simple to live there, and no hassle with leaving.  …see more

from £93 / night

£650 - £750 / week

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from £93 / night

(1) Excellent 

29

Cape Coral holiday villa rental

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
SW Cape: UK Owned/Managed, book or talk with us DIRECT in UK or Florida. Long perfect days with perfect endings, relax & live each day in this extraordinary place. intersecting tropical waterways, palm trees, exotic bird and wildlife, endless sunshine & balmy b  …see more

from £149 / night

£1041 - £1226 / week

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from £149 / night

(8) Excellent 

22

Villa rental in Punta Gorda

Southwest Gulf Coast / Punta Gorda

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Just as advertised..Fantastic” Stayed for last two weeks of January. Owner recommended heating pool which was a great idea. We had great weather but not sure we would have used the pool unless heated. House was large and spacious. Very clean and well  …see more

from £85 / night

£595 - £995 / week

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from £85 / night

(2) Excellent 

12

Holiday villa in Port Charlotte

Port Charlotte / South Gulf Cove

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
The Perfect Home has everything, pool, sun, spa, large deck area BBQ, Wifi & satellite TV for that quiet night in. Fantastic location, close to beaches, restaurants, shops, golf++++ , cinema, in fact virtually everything you could wish for is within about 15 minut  …see more

from £125 / night

£595 - £995 / week

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from £125 / night

(5) Excellent 

24

Holiday home rental

Southwest Gulf Coast / Marco Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great vacation home with all amenities” We were looking for a vacation rental on Marco Island which would have all the things we were looking for namely a convenient, but quiet, location, a heated pool, plenty of space and comfortable sleeping accomm  …see more

from £193 / night

£1234 - £2066 / week

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from £193 / night

(5) Excellent 

25

Rotonda West holiday villa rental

Southwest Gulf Coast / Rotonda West

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
“Great Villa, nice relaxed area” Stayed in June for twelve nights. The villa is terrific nicely furnished, great pool area and barb'q. There is a nearby (five mins car) Publix and a Wal-mart a wee bit further on. We went to the beaches at Stump a  …see more

from £78 / night

£550 - £600 / week

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from £78 / night

(1) Very Good 

14

Southwest Gulf Coast / Port Charlotte

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £55 / night

£337 - £697 / week

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from £55 / night

(4) Excellent 

27

Holiday villa rental

Naples / Briarwood

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Great stay in Villa Americana” We really enjoyed our stay in the villa. The facilities were excellent, very comfortable and had everything we need for a great holiday. The pool was lovely and so warm. Naska was very helpful, promptly answered any of o  …see more

from £147 / night

£1028 - £1148 / week

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from £147 / night

(5) Excellent 

32

Holiday home rental

Southwest Gulf Coast / Cape Coral

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool
“Exceptional” We have stayed at a number of villas at the Gulf Coast. I have always found the villas there to be a higher standard than some in central florida, that said this villa has topped all others where we have stayed. The furnishings are all to  …see more

from £138 / night

£964 - £1107 / week

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from £138 / night

23

Holiday villa letting

Southwest Gulf Coast / Rotonda West

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Halcyon Days - An executive built and spacious home with high cathedral ceilings, which sleeps 8-10, has a screened in front porch and large 50' caged lanai and pool deck. The split floorplan of master suite to one side of the great room and the other bedrooms and  …see more

from £168 / night

£1171 - £1383 / week

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from £168 / night

30

Villa rental in Cape Coral with golf nearby

Southwest Gulf Coast / Cape Coral

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
Book at the spacious and bright luxury lake house for a relaxing spa holiday. Large living room with fully glazed panoramic window. . 47 "flat screen- TV also in master bedroom -..240qm- 2-6 pers.- 3 bedrooms- 2 ½ baths- kitchen- living room- din  …see more

from £132 / night

£922 - £1536 / week

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from £132 / 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 £123 / night

£796 / week

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from £123 / night

(9) Excellent 

47

Holiday villa with swimming pool in Sarasota

Southwest Gulf Coast / Sarasota

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Perfect holiday home, great location for all our needs, super pool.” We loved staying here, the house is great, really easy to relax in and well equipped and the pool was perfect for our teenager and seven year old. My sister joined us driving down f  …see more

from £79 / night

£550 - £700 / week

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from £79 / night

(9) Very Good 

13

Holiday home with swimming pool, golf nearby in Homosassa

Florida / Homosassa

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Set in a Country Club with 27 hole championship course. 4 bedrooms, 2 bathrooms, Large pool (heated optional), high speed internet, fully equipped kitchen, laundry room, large secure garage, walk-in shower, large corner bath, towels and bed linen included.  …see more

from £72 / night

£500 - £525 / week

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from £72 / night

17

Holiday home in Rotonda West

Southwest Gulf Coast / Rotonda West

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Rotonda Golf Villa - The double lot is approximately 3/4 acres overlooking the 1st hole of a championship golf course. This beautiful Florida home is located in Rotonda West on the beautiful Sun Coast of the Gulf of Mexico in South West Florida. Our four bedroom, three  …see more

from £120 / night

£1199 - £1428 / week

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from £120 / night

(4) Very Good 

15

Holiday condo in Indian Shores

Florida / Indian Shores

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
You will not find a better deal. We will match our competitors rates. *Brand new bathroom.* Located in Barefoot Beach Resort Condos at Indian Shores an upscale waterfront condominium destination with garden view and ocean view. The five acre property has a wonderful vie  …see more

from £78 / night

£533 / week

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from £78 / night

(1) Excellent 

32

Florida / Inverness

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 43 km
  • Swimming pool

 …see more

from £69 / night

£483 - £658 / week

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from £69 / night