50 Best Vacation Rentals in Florida Gulf Coast - Holiday Lettings - Cabins

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9,182 Vacation rentals

(9) Excellent 

17

Vacation apartment in Florida Gulf Coast

Southwest Gulf Coast / Bradenton

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Our light, spacious, open-plan apartment is in the Shorewalk complex, situated on the beautiful central Gulf Coast of Florida.  Shorewalk comprises 2-story buildings on 30 acre grounds with mature trees.  Paths, well-lit at night, meander around 6 stocked lakes to l  …see more

from $88 / night

$596 - $899 / week

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from $88 / night

(12) Excellent 

25

Vacation villa in Florida Gulf Coast

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Our newly remodeled Villa has about 2,000 sq.ft. Living area with 1,100 sq.ft. Generous pool area. You will be love the heated pool with the separate Scandinavian style SPA (Jacuzzi). Within only 3 minutes by boat you’ll reach the high-speed areas on Caloosahatchee Ri  …see more

from $140 / night

$981 - $1275 / week

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from $140 / night

(11) Very Good 

25

Vacation home accommodation

Fort Myers Beach / Estero Island

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
Bay Front Dream Home. If the water is your passion, come stay in this beautiful bayfront home. Bring your morning cup of coffee to the screen-enclosed pool and lanai to watch the sunrise over Estero Bay. Enjoy fishing from the boat dock, watch the dolphins or its just  …see more

from $272 / night

$1901 - $2800 / week

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from $272 / night

(16) Excellent 

22

Vacation villa with golf nearby in Florida Gulf Coast

Rotonda West / Broadmoor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
This privately own Villa is rented directly from its U.K. owners with no agents or commissions.It is maintained in lovely condition by the owners and their local professional management company who are always available should you need help or advice.This  …see more

from $84 / night

$585 - $635 / week

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from $84 / night

(21) Excellent 

28

Condo rental in Florida Gulf Coast

Florida / St. Petersburg

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Luxury waterside condo apartment on Florida's Gulf Coast (St. Petersburg) sleeps up to 6 Beautiful apartment in tranquil setting, right on the waterfront with spectacular, open water views over the Big Bayou. Watch the dolphins swim past your private terrace while the  …see more

from $107 / night

$667 - $699 / week

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from $107 / night

(20) Excellent 

24

Vacation 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
Island setting. 4 Bed, 2.5 Bath Villa, 8 minutes stroll from the lovely Fort Myers Beach.33 Foot Infinity Pool with massage jets giving onto canal (dolphin+manatee visits). Extensive south facing Patio/Deck/Pool area with barbecue.Sleeps up to 8. Beach Equipment + Caddi  …see more

from $178 / night

$1596 - $1945 / week

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from $178 / night

(3) Very Good 

16

Vacation villa in Rotonda West

Southwest Gulf Coast / Rotonda West

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
A superb 4/5 bedroom home with everything you could wish for in a holiday home. Perfect surroundings, ideal outlook over a lake and golf course, many upgrades are included free of charge, internet, Wi Fi connection, satellite TV, TV's in living and both master sui  …see more

from $127 / night

$756 - $1264 / week

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from $127 / night

(5) Excellent 

14

Vacation 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
A really fantastic home for that very special holiday. This home is immaculate throughout. The pool faces southwest, is quite secluded and overlooks a golf course and lake through the trees making this a perfect place to relax and enjoy the Florida sunshine. The pool ha  …see more

from $89 / night

$623 - $1010 / week

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from $89 / night

(10) Very Good 

28

Villa rental in Florida Gulf Coast with golf nearby

Naples / Lely Resort

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
This beautiful, three bedroom home is both spacious and well-designed. Built in 2003, it provides all the modern amenities you would expect in a family home. It also has a large heated private pool and spa with screened lanai overlooking a tranquil lake. Both pool and l  …see more

from $208 / night

$1450 / week

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from $208 / night

(3) Very Good 

15

Florida Gulf Coast Vacation cottage rental

Florida / Anna Maria Island

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Shell Cottage is situated just 200ft away from the beautiful white sandy beach of Anna Maria which is 7 miles long. Set in a quiet leafy lane Shell shares our heated pool with our other 2 cottages and can be rented together or separately. Shell Cottage has a small sofa-  …see more

from $135 / night

$945 - $1400 / week

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from $135 / night

25

Home rental in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Useppa Island is classed as one of the top most desirable 25 Island locations in the whole world. This 3 bed 3 bath attached villa is now available for rent at a sensible attractive rate. Go to Useppa Island on any search engine to compare but also to appreciate wha  …see more

from $312 / night

$1988 - $2413 / week

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from $312 / night

(4) Excellent 

28

Vacation condo in Florida Gulf Coast

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is 'Seacrest' where you can enjoy island living at its best in this stunning destination.Our light & roomy 2 bedroom condo (one of only four in a quiet location being in a little cul  …see more

from $87 / night

$604 - $1351 / week

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from $87 / night

(10) Excellent 

23

Vacation 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 mi
  • Swimming pool
Fort Myers is situated in the south west of Florida on the beautiful Gulf Coast, renowned for its long stretches of white sand and the warm waters of the Gulf Stream.Our modern two-storey house (2700 sq feet) is only 3 miles from Fort Myers Beach and 4 miles from the be  …see more

from $121 / night

$839 - $966 / week

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from $121 / night

(2) Excellent 

12

Vacation villa in Florida Gulf Coast

Port Charlotte / South Gulf Cove

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A stunning 4-5 bed home with 2 amazing master en suites. South facing pool & spa overlooking woodland. A perfect, quiet, restful setting to enjoy the delights of the South West cost of Florida in what really is a perfect home. Everything you could wish for is here read  …see more

from $121 / night

$756 - $1264 / week

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from $121 / night

(8) Excellent 

24

Florida Gulf Coast Vacation 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 mi
  • Swimming pool
Surfsound home is tucked away off Rabbit Road and is just a 5 minute walk to deeded beach access. This beautiful spacious home offers 3 bedrooms (1 US king, 1 queen and one twin), 3 ½ bathrooms, fully equipped kitchen private screened heated pool and beautiful décor.  …see more

from $164 / night

$1143 - $1524 / week

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from $164 / night

(3) Excellent 

16

Vacation villa in Florida Gulf Coast

Southwest Gulf Coast / Venice

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
3 Bedroom Villa in quiet and secure neighbourhood in Sarasota County with private heated pool, free parking and garage and private beach. Close to our private beach and many public beaches and 9 beautiful golf courses. Very close to Venice Village and all the best ame  …see more

from $115 / night

$762 - $889 / week

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from $115 / night

(6) Excellent 

13

Southwest Gulf Coast / Cape Coral

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

 …see more

from $40 / night

$259 - $300 / week

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from $40 / night

(1)  

34

Florida Panhandle / Destin

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $197 / night

$1376 / week

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from $197 / night

(2) Excellent 

10

Vacation villa rental

Rotonda West / Long Meadow

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
WOW, this really is one of the loveliest homes on the whole of Rotonda, in fact, in my humble opinion probably most of Florida!Fantastic outlook to the rear overlooking the lovely lake and golf course, private yet not secluded. Stunning inside and exceptionally  …see more

from $105 / night

$731 - $1264 / week

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from $105 / night

(5) Excellent 

32

Vacation 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 mi
  • Swimming pool
This large open concept home offers 2100 square feet of luxury living. The home itself which features beautiful Turkish marble floors throughout offers 3 large bedrooms and two luxury bathrooms. The home's kitchen features high quality Cherry wood cabinetry, a one of  …see more

from $130 / night

$900 - $1261 / week

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from $130 / night

(1) Excellent 

20

Villa rental in Florida Gulf Coast with golf nearby

Southwest Gulf Coast / Marco Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This is a superb 3bedroom/2bathroom (plus a seperate washroom with toilet and wash basin) villa with a private pool and a private BOAT DOCK; that is only 150 yds walk to Tiger Tail Beach. The beach has a cafe, small park and beach rentals, sunbeds, cabanas, pedalos, kay  …see more

from $254 / night

$1112 - $1270 / week

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from $254 / night

(1) Excellent 

21

Vacation apartment with golf nearby in Naples

Naples / Lely Resort

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
Be our guest and rest and relax in this COACH HOME fully furnished and completely equipped to satisfy your needs during your stay. With 2100 Square feet and a ground floor unit with no stairs and gorgeous views overlooking the lake and fountain, it features 2 bedrooms,  …see more

from $92 / night

$642 / week

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from $92 / night

(8) Very Good 

13

Vacation home with swimming pool, golf nearby in Florida Gulf Coast

Florida / Homosassa

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This house was built in 2005 and is situated in Sugarmill Woods Country Club in Homosassa on the Gulf Coast of Florida.The home is fully air conditioned and furnished to a high standard. It has 4 bedrooms/ 2 bathrooms, a well equipped kitchen & laundry room and  …see more

from $91 / night

$635 - $667 / week

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from $91 / night

(5) Excellent 

22

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

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

 …see more

from $187 / night

$1377 - $3183 / week

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from $187 / night

(7) Excellent 

17

Southwest Gulf Coast / Cape Coral

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

 …see more

from $129 / night

$897 - $1420 / week

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from $129 / night

17

Villa rental in Florida Gulf Coast

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
"Riverview" - This luxury three bedroom, two bathroom home with a private northwest facing pool overlooks a freshwater canal. The home is located in a quiet area where wildlife abounds. From the lounge, family room and master bathroom patio doors lead onto a  …see more

from $130 / night

$902 - $1415 / week

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from $130 / night

(7) Excellent 

26

Naples / Vanderbilt Beach Area

4 8 7 nights min

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

 …see more

from $166 / night

$1158 - $1383 / week

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from $166 / night

(9) Very Good 

24

Vacation villa with golf nearby in Florida Gulf Coast

Rotonda West / Long Meadow

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
We are new to Holiday lettings but have the highest score (2059) of any villa in Rotonda on VillaRenters, we've been there since 2005, special offer in place now for all bookings in June 2014, the Villa is furnished as our own home not a holiday rental, book with u  …see more

from $191 / night

$889 - $1143 / week

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from $191 / night

31

Vacation apartment with swimming pool, golf nearby in Florida Gulf Coast

Florida / Tampa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hotel. If you have many people in your party, or big family, or want to have some pri  …see more

from $250 / night

$1744 / week

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from $250 / night

(13) Excellent 

21

Vacation villa in Florida Gulf Coast

Southwest Gulf Coast / Cape Coral

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
This beautiful Floridian home provides accommodation for up to 9 people in four bedrooms. Extending to 2400sq ft under air. With 2 lounges and an outside seating and dining area plus a bar with outside TV, an indoor formal dining room and breakfast bar give relaxed conv  …see more

from $125 / night

$601 - $1711 / week

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from $125 / night

(7) Very Good 

18

Vacation home in Florida Gulf Coast

Bradenton / Sabal Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sabal Harbour house descriptionThis beautiful 2,550 Sq.Ft, four-bedroom, two-bathroom villa enjoys an enviable, south-facing position overlooking a picturesque lake. It is situated in the Sabal Harbour area in Bradenton, Florida.It offers the opportunit  …see more

from $127 / night

$826 - $1080 / week

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from $127 / night

17

Vacation home in Florida Gulf Coast

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 $147 / night

$1022 - $1743 / week

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from $147 / night

11

Home rental in Florida Gulf Coast with golf nearby

Southwest Gulf Coast / Naples

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool
We overlook the beautiful Hibiscus Golf Course in the famous Lely Area. Our single family pool home has three bedrooms and open plan living space of 2000 square feet. A magnificent chefs kitchen area should you want to wine and dine. It boasts 1800 of outdoor living sp  …see more

from $216 / night

$1524 - $1956 / week

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from $216 / night

14

Vacation villa with golf nearby in Florida Gulf Coast

Naples / Naples Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Westlake Villa offers guests a lovely comfortable vacation home full of old Naples charm. It has 3 bedrooms, the master suite with king sized bed is en-suite and has a flat screen TV. The queen has a flat screen tv and twin room has a dvd flat screen tv, there is a 2nd  …see more

from $127 / night

$889 - $1207 / week

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from $127 / night

(2) Excellent 

28

Florida Gulf Coast Vacation villa rental

Southwest Gulf Coast / Cape Coral

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best p  …see more

from $212 / night

$1485 - $1751 / week

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from $212 / night

(6) Very Good 

13

Florida Panhandle / Destin

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $352 / night

$1804 - $4065 / week

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from $352 / night

30

Cape Coral Vacation villa rental

Southwest Gulf Coast / Cape Coral

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Book Directly with Secret-Places and “experience the difference” - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the  …see more

from $178 / night

$1026 - $1460 / week

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from $178 / night

(23) Excellent 

24

Vacation villa in Florida Gulf Coast

Rotonda West / Rotonda Lakes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Pine Tree Villa was completely refurbished Dec 2010, a new Swimming Pool with Pool Cage was built to the rear. The Villa is set in a quiet location and is surrounded by Pine trees, Palmetto's and natural vegetation and is completely private with no properties to th  …see more

from $108 / night

$629 - $826 / week

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from $108 / night

(7) Excellent 

21

Bradenton Vacation villa rental

Southwest Gulf Coast / Bradenton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
This home is regarded as a ‘Premier Property’ by local agents, owing to it’s size and very high standard of finish. Its delightful rear aspect overlooking the lake and exceptional furnishings makes this home extremely desirable. It has floor space in excess of 2,4  …see more

from $145 / night

$1015 / week

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from $145 / night

(16) Excellent 

28

Vacation 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
An exceptional privately owned villa that has been furnished to a very high standard.It has many upgrades and extras including 3 large bedrooms,master bathroom suite, plus 1 further bathroom.Beautifully decorated with cathedral ceilings plus fully upgraded, well equippe  …see more

from $108 / night

$699 - $1143 / week

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from $108 / night