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

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5,621 Holiday homes

Filters applied: Swimming pool

(6) Excellent 

14

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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
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from £85 / night

£575 - £995 / week

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from £85 / night

(12) 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

from £129 / night

£899 - £1446 / week

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from £129 / night

(17) 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
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from £66 / night

£460 - £500 / week

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Responds fast!
avg. 1 hour 49 minutes

from £66 / night

(5) 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

from £85 / night

£590 - £1380 / week

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Responds fast!
avg. 3 hours 37 minutes

from £85 / 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

from £100 / night

£500 - £800 / 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

from £69 / night

£466 - £704 / week

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Responds fast!
avg. 3 hours 41 minutes

from £69 / night

(13) 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

from £290 / night

£1485 - £2352 / week

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from £290 / 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
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from £101 / night

£704 - £1055 / week

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Responds fast!
avg. 2 hours 50 minutes

from £101 / 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

from £125 / night

£595 - £1150 / week

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from £125 / night

(24) 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
“Stunning views over the Bayou a little piece of paradise” Very conveniently positioned..everything very accessible ... from the the 'chic' city of St Petes to the stunning beaches. Used the bus to visit St. petes, very easy and convenient. Loved it al
…see more

from £85 / night

£550 - £600 / week

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from £85 / night

(8) Excellent 

19

Villa letting in Rotonda West with golf nearby

Rotonda West / Rotonda Circle

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“A first class holiday in a first class home.” This is 5 star accommodation. Wonderfully spacious and bright, immaculately clean and well furnished. Comfortable beds, nice bathrooms and ample supply of bed linen and towels. Also good laundry faciliti
…see more

from £100 / night

£700 - £850 / week

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Responds fast!
avg. 2 hours 31 minutes

from £100 / night

24

Bradenton holiday villa rental

Southwest Gulf Coast / Bradenton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £445 / night

£3115 / week

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from £445 / night

(2) Excellent 

24

Southwest Gulf Coast / Bradenton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £92 / night

£586 - £695 / week

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from £92 / night

(14) Very Good 

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

from £110 / night

£766 - £1016 / week

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from £110 / night

16

Southwest Gulf Coast / Cape Coral

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly

from £79 / night

£551 - £887 / week

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from £79 / night

(2) Excellent 

10

Holiday villa letting

Rotonda West / Long Meadow

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool

from £85 / night

£595 - £1150 / week

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from £85 / 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 £97 / night

£677 - £1033 / week

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Responds fast!
avg. 2 hours 45 minutes

from £97 / night

10

Marco Island holiday apartment accommodation

Southwest Gulf Coast / Marco Island

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £94 / night

£547 - £1094 / week

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from £94 / night

(9) Very Good 

24

Holiday villa with golf nearby in Rotonda West

Rotonda West / Long Meadow

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Excellent quiet home” We have stayed many times on Rotunda and this home was lovely by comparison. The house is well maintained and very comfortable. There were only two of us so we rattled about a little, but we feel we are used to a large home so b
…see more

from £150 / night

£700 - £900 / week

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from £150 / night

(27) 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
“Great Villa” We have just returned after 2 weeks in this lovely Villa,it i so quiet and peaceful,with lots off places to explore nearby. It has everything that you need for a great holiday.The pool was well used as it was very hot,although we had Stor
…see more

from £85 / night

£495 - £650 / 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

from £179 / night

£1247 - £1731 / week

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Responds fast!
avg. 2 hours 41 minutes

from £179 / night

(1) Excellent 

17

Holiday condo in Sanibel Island

Southwest Gulf Coast / Sanibel Island

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £213 / night

£1485 - £1616 / week

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from £213 / night

(1) Excellent 

23

Port Charlotte holiday home rental

Southwest Gulf Coast / Port Charlotte

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

from £66 / night

£394 - £671 / week

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from £66 / night

(16) Excellent 

26

Holiday villa in Cape Coral

Southwest Gulf Coast / Cape Coral

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 £71 / night

£508 - £700 / week

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from £71 / night

(13) 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

from £115 / night

£800 / week

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Responds fast!
avg. 3 hours 39 minutes

from £115 / night

31

Tampa holiday apartment rental

Florida / Tampa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £96 / night

£668 / week

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from £96 / 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

from £72 / night

£500 - £525 / week

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from £72 / night

(5) Very Good 

9

Holiday villa rental

Rotonda West / Rotonda Lakes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Mrs” One of the best accommadations we have ever stayed in. From the moment we stepped through the door we felt right at home. Lovely secluded area , but with amenities close by perfect for a relaxing vacation. Would also like to add that Moira the Ow
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from £80 / night

£500 / week

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Responds fast!
avg. 1 hour 22 minutes

from £80 / 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 £172 / night

£1172 - £2422 / week

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from £172 / night

(1) Excellent 

13

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Swimming pool

from £64 / night

£445 - £997 / week

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from £64 / night

16

Holiday villa in Fort Myers

Fort Myers / South Fort Myers

3 6 7 nights min

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

from £100 / night

£550 - £1250 / week

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from £100 / night

(8) Excellent 

24

Sanibel Island holiday home rental

Southwest Gulf Coast / Sanibel Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 £118 / night

£938 - £1563 / week

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from £118 / 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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Responds fast!
avg. 2 hours 17 minutes

from £95 / 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

from £160 / night

£1116 - £1296 / week

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Responds fast!
avg. 2 hours 54 minutes

from £160 / night

(8) Excellent 

29

Naples / Vanderbilt Beach Area

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £132 / night

£920 / week

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from £132 / night

(28) Excellent 

24

Englewood holiday villa rental with swimming pool

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“A real home from home!” Often said but very true. This property had everything we needed and extremely well maintained since our first visit 3 years ago. Although there were only 2 of us it is perfect for a larger family or group of friends with a gre
…see more

from £69 / night

£500 - £550 / week

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from £69 / night

(21) Excellent 

28

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Villa Zelia - Excellent villa in prime location.” We have just returned home after a wonderful week in the Villa Zelia. Everything about the accommodation was 10 out of 10. The villa is so comfortable and the surrounding area is beautiful with lots
…see more

from £85 / night

£550 - £900 / week

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Responds fast!
avg. 2 hours 7 minutes

from £85 / night

(4) Excellent 

27

Holiday villa rental

Naples / Briarwood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 £76 / night

£546 - £1329 / week

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from £76 / night

(2) Excellent 

25

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Charlottes paradise.” We are, unfortunately, coming towards the end of our stay here but wanted to say what an absolutely amazing time we have had so far. We have stayed at a few villas in Florida but this one tops them all. It has absolutely everythi
…see more

from £90 / night

£595 - £630 / week

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from £90 / night

(11) Very Good 

37

Rotonda West holiday villa rental

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A comfortable retreat away from home” We have stayed at several properties in Rotonda West and this villa matches them all; in fact the setting overlooking the canal is the best we have experienced. We holiday in Florida every Spring - last year we h
…see more

from £66 / night

£460 - £700 / week

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from £66 / night

1