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

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Southwest Gulf Coast

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4,580 Vacation rentals

Travelers going to Southwest Gulf Coast are booking January dates now. Secure your vacation rental today and have the perfect trip.

(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 $179 / night

$1595 - $1946 / week

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from $179 / 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 $126 / night

$750 - $1254 / week

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from $126 / night

(9) Excellent 

17

Vacation apartment in Southwest 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

$597 - $899 / week

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from $88 / 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

$618 - $1002 / week

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from $89 / night

(16) Excellent 

22

Vacation villa with golf nearby in Southwest 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 $83 / night

$580 - $630 / week

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from $83 / night

(13) Excellent 

25

Vacation villa in Southwest 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 - $1276 / week

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from $140 / night

(3) Excellent 

16

Vacation villa in Southwest 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 $114 / night

$756 - $882 / week

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from $114 / 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

(13) Excellent 

26

Vacation villa in Southwest 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

$600 - $1711 / week

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from $125 / 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 $309 / night

$1972 - $2394 / week

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from $309 / 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 $120 / night

$832 - $958 / week

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from $120 / 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

$1378 - $3185 / week

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from $187 / night

17

Villa rental in Southwest 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 - $1414 / week

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from $130 / night

(4) Excellent 

18

Vacation apartment in Southwest Gulf Coast

Southwest Gulf Coast / Bonita Springs

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Newly Renovated, Luxury, Free Tennis, Pool, Beach, High Speed Internet. Enjoy the Florida sunshine when you vacation in our beautiful, pristine, non-smoking, vacation rental on Bonita Beach in Southwest Florida between Naples and Fort Myers Beach. The beach is  …see more

from $85 / night

$595 - $1250 / week

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from $85 / night

(2) Excellent 

12

Vacation villa in Southwest 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 $120 / night

$750 - $1254 / week

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from $120 / night

(11) Very Good 

28

Villa rental in Southwest Gulf Coast 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 - $1500 / week

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from $165 / 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

$1159 - $1383 / week

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from $166 / night

(7) Excellent 

19

Villa rental in Southwest Gulf Coast 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 mi
  • Swimming pool
This home offers 5 star luxury - it is a 3 bedroom fabulous property located on the water in the community of Rotonda West --There is full air conditioning in the house and it has 3 bedrooms and 3 bathrooms.The master bedroom is fully furnished with a Ki  …see more

from $154 / night

$1071 / week

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from $154 / 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 $131 / night

$901 - $1260 / week

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from $131 / night

29

Southwest 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 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 best p  …see more

from $177 / night

$1236 - $1451 / week

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from $177 / 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 $104 / night

$725 - $1254 / week

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from $104 / night

17

Vacation home in Southwest 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 $146 / night

$1022 - $1743 / week

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from $146 / night

(12) 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 $145 / night

$1008 / week

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from $145 / 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 $231 / night

$1505 - $2900 / week

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from $231 / night

(8) Excellent 

24

Southwest 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 $162 / night

$1134 - $1512 / week

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from $162 / 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 $144 / night

$1007 / week

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from $144 / night

(7) Very Good 

12

Vacation villa with golf nearby in Southwest Gulf Coast

Fort Myers / South Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
A Beautiful Three Bedroom Family Home in Ft Myers - convenient for Airport, I75, US41 - brilliant shopping and lots of Golf. 20 minutes from Ft Myers Beach - 30 minutes from downtown Naples. Lakeside position - pool facing West.Suitable for families or just couples  …see more

from $129 / night

$901 - $1280 / week

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from $129 / night

14

Vacation villa with golf nearby in Southwest 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 $126 / night

$882 - $1197 / week

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from $126 / night

(8) Excellent 

22

Villa rental in Southwest Gulf Coast

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 $108 / night

$750 - $1254 / week

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from $108 / night

25

Home rental in Cape Coral

Southwest Gulf Coast / Cape Coral

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
This large open concept home offers 2100 square feet of luxury living combined with an unique character and upscale style. The home itself is located in the South West area of Cape Coral near Cape Harbour. This is one of the best locations in Cape Coral as it is clos  …see more

from $93 / night

$650 - $1480 / week

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from $93 / night

(1) Excellent 

14

Southwest Gulf Coast / Cape Coral

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $65 / night

$440 - $520 / week

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from $65 / night

(23) Excellent 

24

Vacation villa in Southwest 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

$624 - $819 / week

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from $108 / night

10

Southwest Gulf Coast 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 by & ospr  …see more

from $140 / night

$801 - $1250 / week

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from $140 / night

(1) Excellent 

20

Villa rental in Southwest 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 $252 / night

$1103 - $1260 / week

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from $252 / night

(1) Excellent 

21

Vacation villa in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
"Villa Paradisio" - This beautiful vacation house in Rotonda, Florida, is an ideal getaway for you. This three bedroom retreat is perfect to sleep up to six guests. The bedrooms are fully furnished and bathrooms are well stocked with all modern amenities. If y  …see more

from $130 / night

$902 - $1414 / week

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from $130 / 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 $39 / night

$260 - $300 / week

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from $39 / night

16

Vacation 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 mi
  • Swimming pool
Luxury 3 bedroom detached villa with private pool, 2 bathrooms, 2 loungesThe villa has 3 bedrooms, 1 twin bedded rooms and 2 with queen sized beds. The master bedroom has a large walk in closet and is en-suite with large Roman bath, two washbasins, cupboards un  …see more

from $126 / night

$693 - $1827 / week

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from $126 / night

29

Cape Coral Vacation 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 mi
  • Swimming pool
Book Directly with Secret-Places and "experience the difference” - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best prices from people wh  …see more

from $182 / night

$1271 - $1496 / week

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from $182 / 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

$693 - $1134 / week

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from $108 / night

(7) Excellent 

24

Villa rental in Southwest Gulf Coast with golf nearby

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The interior of Devon Time has been designed and equipped to a very high standard to include main bedroom en -suite bathroom fitted with Jacuzzi and walk-in shower. All towels, additional bedding and hairdryers are provided. 3 flat screen TV''s, all having acc  …see more

from $99 / night

$693 - $1008 / week

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from $99 / night