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

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7,832 Vacation rentals

(3) Excellent 

16

Vacation villa in Venice

Southwest Gulf Coast / Venice

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
3 Bedroom Villa in quiet and secure neighbourhood in Sarasota County with private heated pool, free parking and garage and private beach. Close to our private beach and many public beaches and 9 beautiful golf courses. Very close to Venice Village and all the best ame  …see more

from $111 / night

$738 - $861 / week

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from $111 / 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 $81 / night

$566 - $615 / 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 $105 / night

$708 - $1101 / week

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from $105 / night

(23) Excellent 

24

Vacation villa in Rotonda West

Rotonda West / Rotonda Lakes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Pine Tree Villa was completely refurbished for Jan 2011, a new Swimming Pool and deck with Bug Screen was built to the rear of the Villa. The Villa is set in a location surrounded by Pine trees, Palmetto's and natural vegetation with no properties to the sides  …see more

from $105 / night

$609 - $800 / week

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from $105 / night

(9) Excellent 

17

Vacation apartment in Bradenton

Southwest Gulf Coast / Bradenton

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Our light, spacious, open-plan apartment is in the Shorewalk complex, situated on the beautiful central Gulf Coast of Florida.  Shorewalk comprises 2-story buildings on 30 acre grounds with mature trees.  Paths, well-lit at night, meander around 6 st  …see more

from $89 / night

$597 - $899 / week

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from $89 / 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

(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 $141 / night

$983 / week

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from $141 / night

(4) Excellent 

28

Vacation condo in Anna Maria Island

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is 'Seacrest' where you can enjoy island living at its best in this stunning destination.Our light & roomy 2 bedroom condo (one of only four in a quiet location being i  …see more

from $104 / night

$726 - $1698 / week

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from $104 / 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 $178 / night

$1596 - $2215 / week

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from $178 / night

(22) Excellent 

28

Condo rental in St. Petersburg

Florida / St. Petersburg

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Luxury waterside condo apartment on Florida's Gulf Coast (St. Petersburg) sleeps up to 6 Beautiful apartment in tranquil setting, right on the waterfront with spectacular, open water views over the Big Bayou. Watch the dolphins swim past your private terrace while  …see more

from $114 / night

$708 - $738 / week

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from $114 / night

(13) Excellent 

25

Vacation villa in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Our newly remodeled Villa has about 2,000 sq.ft. Living area with 1,100 sq.ft. Generous pool area. You will be love the heated pool with the separate Scandinavian style SPA (Jacuzzi). Within only 3 minutes by boat you’ll reach the high-speed areas on Caloosahatche  …see more

from $140 / night

$981 - $1275 / week

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from $140 / night

(8) Excellent 

24

Sanibel Island Vacation home rental

Southwest Gulf Coast / Sanibel Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $150 / night

$1201 - $2000 / week

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from $150 / 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 $123 / night

$732 - $1224 / week

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from $123 / night

(5) Excellent 

32

Vacation home rental

Southwest Gulf Coast / Cape Coral

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Swimming pool
This large open concept home offers 2100 square feet of luxury living. The home itself which features beautiful Turkish marble floors throughout offers 3 large bedrooms and two luxury bathrooms. The home's kitchen features high quality Cherry wood cabinetry, a o  …see more

from $168 / night

$1176 - $1351 / week

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from $168 / night

(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 $67 / night

$410 - $851 / week

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from $67 / night

(8) Excellent 

22

Villa rental in Punta Gorda

Southwest Gulf Coast / Punta Gorda

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A stunning waterfront home,Situated on a quiet cul de sac of executive homes, Palm Villa sits on the edge of a tropical waterway that leads directly to the Gulf of Mexico.A beautiful South-facing pool, (heating optional, )all overlook your own private boat dock.  …see more

from $105 / night

$732 - $1224 / week

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from $105 / 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 $141 / night

$984 / week

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from $141 / 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

$677 - $738 / week

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from $96 / night

(12) Very Good 

28

Villa rental in Naples with golf nearby

Naples / Lely Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
This beautiful, three bedroom home is both spacious and well-designed. Built in 2003, it provides all the modern amenities you would expect in a family home. It also has a large heated private pool and spa with screened lanai overlooking a tranquil lake. Both pool and l  …see more

from $165 / night

$1150 - $1500 / week

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from $165 / night

(1) Good 

15

Vacation home in Anna Maria Island

Florida / Anna Maria Island

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
BEACHCOMBER, just 200ft from 7 miles of white sandy beach, is a beautifully furnished cottage with 2 bedrooms, 1 double and 1 twin. The master bedroom has an en-suite bathroom. There is also a 2nd bathroom with shower, WC and basin only. A large open plan living room  …see more

from $145 / night

$1015 - $1331 / week

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from $145 / night

(11) Excellent 

18

Vacation villa with golf nearby in Estero

Southwest Gulf Coast / Estero

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Welcome to our beautifully appointed pool home. We have spared no costs on home comforts. Our guests simply love it, especially the views of the lake and it's wildlife. The house is beautifully furnished, right down to a leather recliner and digital TV (we have Pre  …see more

from $115 / night

$800 - $923 / week

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from $115 / night

(2) Excellent 

12

Vacation villa in Port Charlotte

Port Charlotte / South Gulf Cove

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A stunning 4-5 bed home with 2 amazing master en suites. South facing pool & spa overlooking woodland. A perfect, quiet, restful setting to enjoy the delights of the South West cost of Florida in what really is a perfect home. Everything you could wish for is here  …see more

from $154 / night

$732 - $1224 / week

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from $154 / 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 $121 / night

$847 - $1292 / week

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from $121 / night

(2) Excellent 

49

Vacation bungalow in Cape Coral

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

$848 - $1239 / week

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from $121 / night

22

Villa rental in Naples with golf nearby

Naples / Lely Resort

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
DEAL ALERT!! This property very rarely has peak season availability...however I have a last minute cancellation for the first two and a half weeks of December 2015. As an incentive I am offering a 20% discount for booking these dates (1 - 19 December 2015).******  …see more

from $215 / night

$1500 - $2301 / week

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from $215 / 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 $117 / night

$812 - $935 / week

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from $117 / night

(1) Excellent 

22

Vacation home rental

Southwest Gulf Coast / Port Charlotte

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Suitable for children age 5+
Chaves - Vacation home near beach und golf courseApprox. 1205 sqft under air, 1 living room, 2 bed rooms with built-in closets, 1 study, 2 bath rooms (thereof one with shower, one with shower & tub combination), 1 kitchen, 1 garage (approx. 215 sqft)., lanai  …see more

from $69 / night

$408 - $859 / week

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from $69 / night

(9) Very Good 

13

Vacation home with swimming pool, golf nearby in Homosassa

Florida / Homosassa

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This house was built in 2005 and is situated in Sugarmill Woods Country Club in Homosassa on the Gulf Coast of Florida.The home is fully air conditioned and furnished to a high standard. It has 4 bedrooms/ 2 bathrooms, a well equipped kitchen & laundry room and  …see more

from $88 / night

$615 - $646 / week

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from $88 / night

(1) Very Good 

24

Vacation villa in Inverness

Florida / Inverness

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Child friendly
Step directly from your Golf View villa onto the golf course: it is possible in our Resort! Our Golf View Villas will offer you all the wonderful amenities of the Comfort Villa's, plus a beautiful view over the Lakeside Golf & Country Club. Your 3 or 4 bedroom  …see more

from $188 / night

$1310 / week

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from $188 / 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

$971 / week

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from $150 / 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 $105 / night

$732 - $1224 / week

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from $105 / night

(1) 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

$706 - $854 / week

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from $85 / night

(30) Excellent 

39

Townhouse rental in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Anna Maria Island is situated on Florida's beautiful Gulf Coast and offers many varied activities for the discerning holiday maker - stunning beaches, fine restaurants and many outdoor activities such as fishing, sailing, water sports, golfing, shopping and cultura  …see more

from $201 / night

$1400 - $1900 / week

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from $201 / night

(2) Excellent 

25

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
Situated in the quiet, residential area of Rotonda West, this prestine canal-side property is beautifully furnished and landscaped.LIVING AREASThe main living room includes comfortable sofas, 50-inch plasma TV featuring a comprehensive 180-channel Cable package and Bos  …see more

from $99 / night

$689 - $892 / week

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from $99 / 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

$1505 - $2520 / week

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from $236 / night

(2) Excellent 

24

Southwest Gulf Coast / Bradenton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $118 / night

$749 / week

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from $118 / night

31

Vacation apartment with swimming pool, golf nearby in Tampa

Florida / Tampa

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • 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 $249 / night

$1743 / week

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from $249 / night

(9) Excellent 

20

Rotonda West Vacation villa rental

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our luxury villa awaits you with all that you need for a wonderful, unforgettable holiday experience. Besides the obvious attractions of beautiful beaches, Florida sunshine, and, of course, spectacular golf, fishing, boating, kayaking, birding and hiking, this region of  …see more

from $81 / night

$566 - $861 / week

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from $81 / 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 - $1400 / week

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from $179 / night

(13) Excellent 

26

Vacation villa in Cape Coral

Southwest Gulf Coast / Cape Coral

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
This beautiful Floridian home provides accommodation for up to 9 people in four bedrooms. Extending to 2400sq ft under air. With 2 lounges and an outside seating and dining area plus a bar with outside TV, an indoor formal dining room and breakfast bar give relaxed conv  …see more

from $160 / night

$601 - $1247 / week

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from $160 / night