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

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7,466 Vacation rentals

(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 $248 / night

$1595 - $2215 / week

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from $248 / 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 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 $165 / night

$1150 - $1850 / week

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from $165 / night

(9) Excellent 

17

Vacation 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 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 st  …see more

from $89 / night

$596 - $899 / week

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from $89 / night

(4) Excellent 

28

Vacation 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
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 i  …see more

from $105 / night

$732 - $1712 / week

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from $105 / night

(13) Excellent 

25

Vacation 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 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 Caloosahatche  …see more

from $151 / night

$1050 - $1300 / week

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from $151 / night

(24) Excellent 

24

Vacation 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 mi
  • Swimming pool
Pine Tree Villa was completely refurbished for Jan 2011, a new Swimming Pool and deck with Bug Screen was built to the rear of the Villa. The Villa is set in a location surrounded by Pine trees, Palmetto's and natural vegetation with no properties to the sides  …see more

from $106 / night

$614 - $806 / week

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from $106 / night

(17) Excellent 

22

Vacation 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 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 $82 / night

$571 - $620 / week

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from $82 / night

(23) 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 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  …see more

from $115 / night

$713 - $744 / week

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from $115 / night

(13) Excellent 

25

Vacation 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 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 $372 / night

$1900 - $3010 / week

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from $372 / night

(6) 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 $106 / night

$713 - $1234 / week

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from $106 / 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 e  …see more

from $142 / night

$991 / week

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from $142 / night

(13) Excellent 

26

Vacation 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 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 $160 / night

$651 - $1345 / week

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from $160 / night

(3) Very Good 

16

Vacation villa in Rotonda West

Southwest Gulf Coast / Rotonda West

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $124 / night

$738 - $1426 / week

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from $124 / 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 o  …see more

from $168 / night

$1176 - $1351 / week

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from $168 / 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 mi
  • Swimming pool
The newly furnished home located on a freshwater canal in Rotonda West, a wonderful golfer friendly community with 5 golf courses in the immediate vicinity of the house and 15 other reach within 25 minutes. New electric pool heater from 20. 12. 2013 additionally added t  …see more

from $121 / night

$846 - $1291 / week

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from $121 / night

(9) Excellent 

20

Rotonda West Vacation 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
Our luxury villa awaits you with all that you need for a wonderful, unforgettable holiday experience. Besides the obvious attractions of beautiful beaches, Florida sunshine, and, of course, spectacular golf, fishing, boating, kayaking, birding and hiking, this region of  …see more

from $82 / night

$571 - $868 / week

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from $82 / night

(3) Excellent 

16

Vacation 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 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 $124 / night

$868 - $992 / week

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from $124 / night

15

Home rental in Marco Island

Southwest Gulf Coast / Marco Island

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
WALK TO THE BEACH from my WATERFRONT home on Marco island which is situated in a quiet cul-de-sac .The house & pool area enjoy wonderful views of the adjacent waterway.The lounge & dining area & kitchen are open plan.The master bedroom has a  …see more

from $251 / night

$1601 - $2450 / week

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from $251 / night

(9) Very Good 

13

Vacation 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
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 $89 / night

$620 - $651 / week

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from $89 / night

10

Vacation home in Punta Gorda

Southwest Gulf Coast / Punta Gorda

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sol Villa enjoys a beautiful tropical waterfront location on Punta Gorda Isles; an exclusive boating community on Port Charlotte Harbour; 120 square miles of sparkling water, teeming with wildlife. Located on a tranquil waterway that leads directly to the Gulf of Mexico  …see more

from $143 / night

$916 - $1482 / week

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from $143 / night

(3) Excellent 

21

Vacation villa in Rotonda West

Rotonda West / Long Meadow

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
The accommodation consists of formal dining area, large lounge with luxury furnishings, large screen TV with Video DVD and Hi-Fi system. We also have hi-speed internet access.The master bedroom has a king size bed with walk in wardrobe and en-suite bathroom wit  …see more

from $112 / night

$744 / week

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from $112 / night

(2) Excellent 

12

Vacation 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 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  …see more

from $155 / night

$738 - $1426 / week

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from $155 / night

(5) Excellent 

20

Vacation 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
Villa "Waters Edge" is located in a quiet and secluded part of Rotonda West, on the Cape Haze peninsula, 15 minutes from beaches, 5 mins from 5 golf courses and in an area of natural Florida beauty. South facing and backing onto a canal, the trees and plants  …see more

from $100 / night

$695 / week

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from $100 / night

(4) Very Good 

9

Vacation villa rental

Rotonda West / Rotonda Lakes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Situated lakeside this home has everything to ensure your vacation is as relaxing and comfortable as you would want it to be. A true home from home!Have fun in, or simply relax by the heated pool. The pool and lanai areas are completely screened.You can  …see more

from $100 / night

$620 / week

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from $100 / night

(8) Excellent 

24

Vacation villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
The stylish Villa Merindah is situated in Rotonda West, a delightful community located on the Cape Haze Peninsula, South Gulf Coast of Florida, close to Tampa and Fort Myers international airportWe called our villa "Merindah" which means beautiful / happy  …see more

from $93 / night

$651 / week

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from $93 / night

(5) Excellent 

24

Vacation 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
Newly renovated and furnished in January 2013. Stunning 3 bedroom, 2 bath waterfront home with wide water views. South -Eastern Exposure. Enjoy sunrise watching from your breakfast area. High ceiling in all rooms. Beautifully appointed with King Bed in Master, Queen in  …see more

from $235 / night

$1506 - $3100 / week

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from $235 / 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

 …see more

from $118 / night

$749 - $889 / week

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from $118 / night

59

Vacation home rental

Florida / New Port Richey

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • 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 $107 / night

$743 / week

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from $107 / 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 $106 / night

$738 - $1426 / week

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from $106 / night

20

Vacation villa with swimming pool, 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
Our beautiful home is part of the Rotonda community in Englewood, where the white sandy shores are lapped by gentle waves of the Gulf of Mexico. Englewood has something for everyone to enjoy, from pristine nature parks with abundant wildlife, idyllic and safe beaches, a  …see more

from $107 / night

$744 - $850 / week

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from $107 / 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 mi
  • Swimming pool
A stunning waterfront home,Situated on a quiet cul de sac of executive homes, Palm Villa sits on the edge of a tropical waterway that leads directly to the Gulf of Mexico.A beautiful South-facing pool, (heating optional, )all overlook your own private boat dock.  …see more

from $106 / night

$738 - $1234 / week

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from $106 / 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 $118 / night

$819 - $943 / week

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from $118 / night

(13) Excellent 

28

Vacation 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
Luxury South West facing 4 Bed 4 Bath villa overlooking Lake and Golf Course on Rotonda, West.Very private and furnished to a high standard. Everything you could want for that special holiday. Heated pool and spa (not solar).This high quality villa offers  …see more

from $142 / night

$992 / week

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from $142 / night

17

Villa rental 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
"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 $175 / night

$1214 - $1415 / week

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from $175 / night

10

Marco Island Vacation 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
Visit magical Marco Island,the largest of the 10,000 islands in the Everglades National park. Walk to several lovely local restaurants & bars from my comfortable1bed condo overlooking the marco river. Enjoy the water views from the balcony & see dolphin swim b  …see more

from $140 / night

$800 - $1201 / week

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from $140 / night

(1) Excellent 

32

Florida / Inverness

3 6 7 nights min

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

 …see more

from $84 / night

$583 - $848 / week

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from $84 / 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 $341 / night

$2108 - $2356 / week

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from $341 / night

24

Vacation villa with golf nearby in Sanibel Island

Southwest Gulf Coast / Sanibel Island

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This recently redecorated south facing villa is situated in a quite but central part of Sanibel called Lake Murex . It is a spacious 4 bedroom, 3 full bath villa with a large open plan living area. The veranda overlooks the lake , the pool and the garden. There's  …see more

from $356 / night

$2489 - $2788 / week

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from $356 / night

(5) Excellent 

25

Rotonda West Vacation 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 mi
  • Swimming pool
Luxury new south facing villa on freshwater canal,south facing large pool, totally separate family room, living room,2.5 bath, minutes from five golf courses and white sandy beaches Our home has been built to exacting standards with 2400 square feet under air c  …see more

from $97 / night

$682 - $744 / week

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from $97 / night

18

Sarasota / Heritage Oaks Golf and Country Club

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 14 mi
  • Swimming pool

 …see more

from $136 / night

$946 / week

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from $136 / night