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

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9,415 Vacation rentals

16

Southwest Gulf Coast / Cape Coral

3 4 7 nights min

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

from $101 / night

$700 - $1126 / week

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from $101 / 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 $228 / night

$1596 - $2216 / week

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from $228 / 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 $85 / night

$589 - $640 / week

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from $85 / night

(5) 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 in a little cul …see more

from $108 / night

$756 - $1767 / week

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from $108 / 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

$1151 - $1851 / week

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from $165 / night

11

Sarasota / Lido Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly

from $88 / night

$610 - $1506 / week

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from $88 / 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 - $3011 / week

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from $372 / 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 $123 / night

$859 - $1311 / week

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from $123 / night

(14) Very Good 

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 Caloosahatchee Rive …see more

from $140 / night

$980 - $1300 / week

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from $140 / 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 by & ospr …see more

from $120 / night

$700 - $1400 / week

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from $120 / night

(24) 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 the …see more

from $118 / night

$736 - $768 / week

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from $118 / 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 $109 / night

$736 - $1274 / week

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from $109 / 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 $129 / night

$900 - $1351 / week

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from $129 / 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 $109 / night

$704 - $1152 / week

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from $109 / 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 $122 / night

$845 - $973 / week

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from $122 / 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 read …see more

from $160 / night

$762 - $1472 / week

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from $160 / night

(3) Very Good 

24

Vacation villa in Port Charlotte

Port Charlotte / South Gulf Cove

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 18 mi
  • Swimming pool
  • Child friendly
"Casa del Sol" - This wonderful home offers exceptional privacy to guests. The southwest rear aspect backs onto salt water canal and provides an oasis of quiet without being overlooked in any way. This home is located in South Gulf Cove which features 55 …see more

from $200 / night

$1391 / week

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from $200 / night

(8) Excellent 

19

Villa rental in Rotonda West 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 $128 / night

$896 - $1088 / week

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from $128 / 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 airport We called our villa "Merindah" which means beautiful / happy because, a …see more

from $109 / night

$762 / week

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from $109 / 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 suites. …see more

from $128 / night

$762 - $1472 / week

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from $128 / 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 stocked lakes to lead …see more

from $88 / night

$596 - $900 / week

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from $88 / 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 $89 / night

$640 - $704 / week

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from $89 / 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

from $85 / night

$592 - $861 / week

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from $85 / night

(2) Excellent 

22

Rotonda West Vacation villa rental

Southwest Gulf Coast / Rotonda West

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
"Broad Key Villa" - Enjoy this luxurious, private villa located in a deed restricted community of Rotonda West on Florida's Gulf Coast, renowned for its numerous championship golf courses and beautiful soft, white, sandy beaches. Rotonda is the perfect location to sati …see more

from $253 / night

$1768 / week

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from $253 / night

(14) 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 $92 / night

$640 - $1012 / week

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from $92 / 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 a l …see more

from $92 / night

$640 - $672 / week

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from $92 / night

(9) Very Good 

24

Vacation villa with golf nearby in Rotonda West

Rotonda West / Long Meadow

4 8 Min stay varies

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

from $192 / night

$896 - $1152 / week

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from $192 / night

(5) 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 $103 / night

$640 / week

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from $103 / night

24

Bradenton Vacation villa rental

Southwest Gulf Coast / Bradenton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
7800 sq ft living area, sleeps 8 in 4 bedrooms, lift to all floors Riverview Boulevard is a unique executive home available for exclusive hire. The home is situated at the mouth of the Manatee River just 45 minutes from Tampa International Airport and 30 minutes from S …see more

from $570 / night

$3988 / week

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from $570 / night

31

Vacation apartment with swimming pool, golf nearby in Tampa

Florida / Tampa

2 8 Min stay varies

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

from $245 / night

$1715 / week

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from $245 / night

21

Vacation condo in Naples

Southwest Gulf Coast / Naples

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a 1st floor 3 bedroom 2 bathroom condo situated in the Lely Landing community, there are only 24 condos which are built around the clubhouse. The communal pool is only a few minutes walk away, fabulous location the pool captures the sun all day, sun loungers are …see more

from $92 / night

$640 / week

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from $92 / 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 $365 / night

$2560 / week

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from $365 / night

(3) Excellent 

16

Vacation villa in Cape Coral

Southwest Gulf Coast / Cape Coral

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This contemporary, private style, waterfront & pool vacation home, totaling over 1'300 square feet of open space, light-flooded living area, is fully equipped & conveniently furnished, to accomodate up to 4-5 guests. The recently remodeled property is equipped with new …see more

from $100 / night

$700 / week

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from $100 / night

30

Villa rental in Cape Coral 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- dining room- la …see more

from $183 / night

$1237 - $2098 / week

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from $183 / night

(4) 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

from $86 / night

$710 - $859 / week

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from $86 / night

(2) Excellent 

15

Vacation home in Naples

Southwest Gulf Coast / Naples

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Be one of the first people to live in this beautiful, brand new luxury home in the community of Hawthorne. The home was finished in December 2013 and comes fully furnished and designed by Pottery Barn. The master bedroom features a king size bed and two walk-in clos …see more

from $280 / night

$1900 / week

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from $280 / 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 $109 / night

$762 - $1472 / week

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from $109 / night

22

Vacation home in Bradenton

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 $143 / night

$996 - $1496 / week

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from $143 / night

31

Tampa Vacation apartment rental

Florida / Tampa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hotel. If you have many people in your party, or big family, or want to have some pri …see more

from $123 / night

$855 / week

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from $123 / night

(2) Excellent 

28

Cape Coral Vacation villa rental

Southwest Gulf Coast / Cape Coral

4 8 Min stay varies

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

from $157 / night

$1100 - $1751 / week

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from $157 / night

1