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

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Southwest Gulf Coast

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3,801 Vacation rentals

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

(12) 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 - $1850 / week

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from $165 / 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 $371 / night

$1900 - $3010 / week

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from $371 / 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

$1175 - $1350 / week

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from $168 / 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 $143 / night

$999 / week

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from $143 / night

(24) 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 $107 / night

$619 - $813 / week

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from $107 / 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 $150 / night

$1050 - $1300 / week

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from $150 / 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 $247 / night

$1595 - $2215 / week

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from $247 / 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 $125 / night

$744 - $1438 / week

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from $125 / 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 $119 / night

$825 - $950 / week

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from $119 / 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 $107 / night

$719 - $1244 / week

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from $107 / 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 $157 / night

$744 - $1438 / week

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from $157 / 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

$596 - $899 / week

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from $88 / 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 $83 / night

$575 - $625 / week

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from $83 / 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 $90 / night

$650 - $1345 / week

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from $90 / 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 $107 / night

$744 - $1438 / week

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from $107 / 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 $150 / night

$970 / week

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from $150 / 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 $143 / night

$1000 / week

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from $143 / 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 $87 / night

$625 - $688 / week

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from $87 / night

(2) Excellent 

34

Vacation villa in Southwest Gulf Coast

Englewood / Lake Marlin

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Our Floridian villa has a South-facing pool which basks in glorious sunshine all day, followed by beautiful sunsets and warm evenings, all overlooking glistening Lake Marlin. With the beautiful lake views you will not want to leave your vacation villa. This stunning  …see more

from $107 / night

$744 - $1458 / week

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from $107 / night

(1) Excellent 

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  …see more

from $155 / night

$1085 - $1495 / week

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from $155 / night

(4) Excellent 

18

Vacation apartment in Southwest Gulf Coast

Southwest Gulf Coast / Bonita Springs

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 $150 / night

$770 - $1350 / week

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from $150 / night

24

Vacation home rental

Southwest Gulf Coast / Marco Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Our aim is to make our property a luxurious place to stay that people will want to return to time and time again. We have tried to equip it with top of the range fixtures and fittings, modern, state of the art, furniture and exquisite bed linen and towels. This air cond  …see more

from $357 / night

$2500 - $4938 / week

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from $357 / night

16

Southwest Gulf Coast / Cape Coral

3 4 7 nights min

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

 …see more

from $99 / night

$689 - $1109 / week

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from $99 / night

(1) Excellent 

23

Southwest Gulf Coast Vacation home rental

Southwest Gulf Coast / Port Charlotte

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Approx. 1485 square feet under air, 2 living rooms, 3 bed rooms with walk-in closets, 2 bath rooms (thereof one with shower, one with shower & tub combination), 1 kitchen, 1 laundry-room, 1 garage (215 sqft), lanai and pool area caged, salt water pool with electric  …see more

from $84 / night

$504 - $858 / week

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from $84 / night

(2) Excellent 

27

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / Port Charlotte

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Joseph - Waterfront home with 4 sleeps and heated pool This vacation home is located in Port Charlotte, FL 33948 at an end of a canal, thus granting a great view. approx. 1800 sqft under air, 2 living rooms, 2 bed rooms with walk-in closets, 2 bath rooms (thereof one  …see more

from $112 / night

$672 - $1092 / week

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from $112 / night

20

Vacation villa with swimming pool, golf nearby in Southwest Gulf Coast

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 $108 / night

$750 - $857 / week

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from $108 / night

(10) Excellent 

24

Villa rental in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
This lovely newer, clean villa is situated in the very safe South East part of Cape Coral, near all amenities, close to the Cape Coral Midpoint Bridge over to Fort Myers. Villa Valerie is on the busy and popular Lido canal. Watch the boats cruising by whilst you ha  …see more

from $157 / night

$1094 / week

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from $157 / 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 $125 / night

$875 - $1000 / week

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from $125 / night

19

Vacation apartment in Southwest Gulf Coast

Southwest Gulf Coast / Sarasota

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
An air conditioned 3 bedroom/2 bathroom villa with private solar heated pool. The villa is conveniently located in a residential area, close to all amenities including stunning beaches, golf courses, restaurants and shopping malls. Fully equipped kitchen and dining room  …see more

from $79 / night

$550 / week

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from $79 / night

9

Apartment accommodation in Southwest Gulf Coast

Southwest Gulf Coast / Sanibel Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This excellent Timeshare waterfront resort is set on a west coast island that is world-renowned for its shelling beaches. This ground floor condo is located in Lighthouse Resort and Club --a luxury waterfront resort on the world top rated Sanibel Island, Florida . The s  …see more

from $188 / night

$938 / week

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from $188 / 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

$900 - $1280 / week

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from $129 / night

(7) Very Good 

23

Vacation villa in Englewood

Southwest Gulf Coast / Englewood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This 3 bedroom, 2 bathroom luxury no smoking house/villa with private heated and screened pool is conveniently located in the pristine, residential neighbourhood of Englewood Isles in the town of Englewood on Florida's laid back and friendly Gulf Coast. This lovely  …see more

from $115 / night

$705 - $825 / week

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from $115 / night

(3) Excellent 

27

Southwest Gulf Coast / Cape Coral

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $85 / night

$705 - $853 / week

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from $85 / 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

$1462 - $1742 / week

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from $146 / night

(20) 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 $107 / night

$688 - $1125 / week

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from $107 / night

(2) Excellent 

49

Vacation bungalow in Southwest Gulf Coast

Southwest Gulf Coast / Cape Coral

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
MY CAPE. MY THE ILLOURA.TIME FOR MY FEELINGS. You are most welcome to check in, chill out @this SALTWATERfront classic bungalow for your WellFIT stay completing a WellFit 7 day Detox program or WellFit healthy smoothies weeks (all necessities on hand - program, blender,  …see more

from $121 / night

$847 - $1336 / week

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from $121 / night

(19) Excellent 

23

Vacation villa with golf nearby 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 2 mi
  • Swimming pool
An elegant and luxuriously appointed waterfront home situated in the exclusive up-market South West region of Cape Coral. Built in 2002 and one of only six houses of its kind, this charming home offers over 2400 sq ft of stylish,air conditioned living accommodation. One  …see more

from $135 / night

$938 - $2775 / week

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from $135 / 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

$1428 - $1687 / week

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from $204 / night

22

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / Bradenton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 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 In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best prices from  …see more

from $135 / night

$945 - $1395 / week

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from $135 / night

30

Villa rental in Southwest Gulf Coast with golf nearby

Southwest Gulf Coast / Cape Coral

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Book at the spacious and bright luxury lake house for a relaxing spa holiday. Large living room with fully glazed panoramic window. . 47 "flat screen- TV also in master bedroom -..240qm- 2-6 pers.- 3 bedrooms- 2 ½ baths- kitchen- living room- din  …see more

from $159 / night

$1113 - $1854 / week

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from $159 / night