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

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Southwest Gulf Coast

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3,594 Vacation rentals

Travelers going to Southwest Gulf Coast are booking February 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 - $2216 / week

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from $179 / 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 $110 / night

$732 - $854 / week

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from $110 / night

(23) Excellent 

24

Vacation villa in Southwest Gulf Coast

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 $104 / night

$604 - $793 / week

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from $104 / 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 Caloosahatche  …see more

from $140 / night

$981 - $1276 / week

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from $140 / night

(17) 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 $81 / night

$562 - $610 / week

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from $81 / night

(6) Excellent 

14

Vacation 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
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 $104 / night

$702 - $1092 / week

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from $104 / 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 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 $122 / night

$854 - $1304 / week

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from $122 / 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 st  …see more

from $88 / night

$597 - $899 / week

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from $88 / night

(12) 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 $371 / night

$1900 - $3010 / week

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from $371 / 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  …see more

from $153 / night

$726 - $1214 / week

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from $153 / 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 $168 / night

$1176 - $1350 / week

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from $168 / 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

$1151 - $1500 / week

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from $165 / 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 $116 / night

$806 - $928 / week

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from $116 / 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 $104 / night

$726 - $1214 / week

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from $104 / night

27

Naples / Lely Resort

2 4 Min stay varies

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

 …see more

from $108 / night

$750 - $951 / week

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from $108 / 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 d&  …see more

from $172 / night

$1201 - $2000 / week

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from $172 / 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 $66 / night

$411 - $850 / week

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from $66 / 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 $96 / night

$671 - $732 / week

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from $96 / night

(17) 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 $104 / night

$671 - $1098 / week

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from $104 / night

(13) Excellent 

26

Vacation villa in Southwest Gulf Coast

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 $161 / night

$600 - $1247 / week

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from $161 / 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 $140 / night

$975 / week

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from $140 / night

25

Cape Coral Vacation home rental

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 7 mi
  • 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 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 $191 / night

$1341 - $1576 / week

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from $191 / 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

$1463 - $1743 / week

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from $146 / 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 $175 / night

$1215 - $1414 / week

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from $175 / night

23

Vacation villa in Cape Coral

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
The home has 2500 sqft of living space and comes with floor tile throughout the house and is fully wheelchair accessible (incl. a ramp down to the dock). It has 4 bedrooms and 3 bathrooms and a guest toilet, two living rooms, one dining room and a well equipped kitchen.  …see more

from $129 / night

$901 - $1860 / week

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from $129 / night

(62) Excellent 

24

Southwest Gulf Coast Vacation condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Manasota Key is one of the most beautiful areas in Florida. It is a quiet, underdeveloped Key with the most gorgeous beaches. There is water on both sides of the Key - Lemon Bay on one side and the Gulf on the other. The location of our development is perfect - the  …see more

from $151 / night

$771 - $1396 / week

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from $151 / 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 - $1350 / week

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from $168 / night

(4) Excellent 

27

Vacation villa rental

Naples / Briarwood

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
BACK ON THE MARKET FROM JUNE 2016!!!! Lovely detached villa vith large pool in a secure community in Naples, Briarwood. There are 3 bedrooms and 2 bathrooms. Living room: 2 sofas, coffee table, TV, tv-stand. Working space with desck, PC and printer. Kitchen with all ap  …see more

from $179 / night

$1253 - $1401 / week

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from $179 / night

(1) Excellent 

21

Southwest Gulf Coast / North Fort Myers

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly

 …see more

from $67 / night

$467 / week

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from $67 / 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 mi
  • Swimming pool
2200 square feet fully air conditioned living space. Further 800 square feet non air conditioned garage and covered lanai. Beautiful private rear views onto Federal Preserve area. Full electric heated swimming pool with hot tub. Purchased for owners own use as a second  …see more

from $88 / night

$610 - $995 / week

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from $88 / 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 $122 / night

$726 - $1214 / week

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from $122 / night

25

Vacation villa in Southwest Gulf Coast

Southwest Gulf Coast / Marco Island

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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  …see more

from $375 / night

$2455 - $5050 / week

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from $375 / 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

$596 - $1250 / week

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from $85 / night

(2) Excellent 

10

Vacation villa rental

Rotonda West / Long Meadow

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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

$726 - $1214 / week

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from $104 / 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 $236 / night

$1506 - $2521 / week

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from $236 / night

13

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

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

 …see more

from $81 / night

$562 - $1259 / week

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from $81 / 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 mi
  • Swimming pool
Built and furnished to the highest standards our luxury 3 bedroom villa with private solar heated pool is the ideal place to relax and unwind. Our exclusive custom built villa overlooks a secluded lake and Golf Course to the rear. Our home has spacious fully air  …see more

from $85 / night

$610 - $671 / week

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from $85 / night

23

Vacation villa rental

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 $204 / night

$1429 - $1688 / week

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from $204 / 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 mi
  • Swimming pool

 …see more

from $151 / night

$971 / week

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from $151 / night

22

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / Bradenton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 20 mi
  • Child friendly
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 $216 / night

$1375 - $1496 / week

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from $216 / night