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

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10,339 Vacation rentals

(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 $93 / night

$650 - $683 / week

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from $93 / 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 - $3011 / week

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from $371 / 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 $579 / night

$4050 / week

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from $579 / 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 - $1350 / week

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from $129 / night

(10) 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

(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 $110 / night

$767 - $1795 / week

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from $110 / 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 $163 / night

$774 - $1495 / week

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from $163 / night

(21) 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

$1595 - $2215 / week

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from $228 / 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 - $1850 / week

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from $165 / 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 $121 / night

$842 - $1367 / week

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from $121 / 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 $111 / night

$715 - $780 / week

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from $111 / night

(27) 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. Th …see more

from $110 / night

$639 - $839 / week

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from $110 / night

16

Vacation villa in Cape Coral

Southwest Gulf Coast / Cape Coral

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly
2017 for the first time in the Rent- "special prices" - right on the canal. Feel just comfortable in the light and in the Key West style decorated villa "Cozy Cottage" with southern exposure in the preferred southwest of Cape Coral. Your villa has 3 bedrooms and 2 baths …see more

from $105 / night

$729 - $1173 / week

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from $105 / 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 $110 / night

$742 - $1284 / week

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from $110 / night

(7) Very Good 

15

Vacation condo in Indian Shores

Florida / Indian Shores

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
You will not find a better deal. We will match our competitors rates. *Brand new bathroom.* Located in Barefoot Beach Resort Condos at Indian Shores an upscale waterfront condominium destination with garden view and ocean view. The five acre property has a wonderful vie …see more

from $105 / night

$700 / week

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from $105 / night

(4) 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 $129 / night

$768 - $1484 / week

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from $129 / night

(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 $130 / night

$650 - $1040 / week

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from $130 / night

(22) Very Good 

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 $111 / night

$715 - $1170 / week

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from $111 / night

(3) 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 $136 / night

$953 - $1402 / week

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from $136 / night

(15) 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

(9) 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 $130 / night

$910 - $1105 / week

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from $130 / night

(6) Very Good 

24

Vacation home in Bradenton

Southwest Gulf Coast / Bradenton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This beautiful four bedroom house is situated in a quiet residential area of NW Bradenton just a few minutes drive from the superb beaches on Anna Maria Island. There is a large caged pool and spa and outside dining area. To the rear of the property is uninterrupted vie …see more

from $130 / night

$910 / week

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from $130 / 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 $194 / night

$903 - $1161 / week

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from $194 / night

(10) 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 $93 / night

$645 - $678 / week

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from $93 / night

(1) Excellent 

20

Vacation apartment with golf nearby 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
Free green fees on 7 local golf courses. This apartment is uniquely located, directly inside the Lakeside G & CC in Inverness Florida an excellent operating base for exploring several recreational possibilities in the surrounding areas. Imagine yourself watching the dol …see more

from $118 / night

$820 / week

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from $118 / 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 $148 / night

$1032 / week

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from $148 / 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 $122 / night

$854 / week

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from $122 / night

11

Lido Key Vacation bungalow rental

Sarasota / Lido Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
We are the happy owners of a cozy and charming cottage on the coast of Florida. Since we do not live permanently and fun - we live in this beautiful area and our wonderful holiday - gladly give to others, we rent the cottage to anyone who is in need of a holiday paradis …see more

from $101 / night

$707 - $1569 / week

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from $101 / night

(4) Excellent 

28

Vacation villa rental

Naples / Briarwood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
SEASON 2018 GUEST WHO BOOK THE SEASON OF 2018 WILL RECEIVE A DISCOUNT OF 10% OF THE RENTAL BUT THEY SHOULD ALLOW THE POSSIBLE SHOWINGS ON SUNDAYS AND THURSDAYS FROM 11am to 3 pm. DURING THE SHOWINGS NO NEED TO LEAVE THE HOUSE. Lovely detached villa vith large pool in a …see more

from $97 / night

$689 - $1700 / week

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from $97 / night

23

Vacation villa rental

Southwest Gulf Coast / Rotonda West

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • 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 bathr …see more

from $237 / night

$1658 / week

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from $237 / night

(17) Excellent 

24

Villa rental in Punta Gorda with indoor pool, golf nearby

Southwest Gulf Coast / Punta Gorda

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our villa is a 3700 square foot villa with three bedrooms and three bathrooms.!You will stop your search after a look at this unique property. This piece of property is one of the most sought after lots in Florida, it is called a (point) lot, sun all day and three sid …see more

from $200 / night

$1650 / week

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from $200 / 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 $110 / night

$768 - $1484 / week

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from $110 / night

(2) Very Good 

23

Apartment accommodation in Cape Coral

Southwest Gulf Coast / Cape Coral

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
German: That is a recently renovated apartment "Dolphin" is equipped with new kitchen and new furniture. Enjoy the view of the pool from kitchen / dining area and living room, and a bathroom with extra large shower. The bedroom has a comfortables King Bed in the living …see more

from $59 / night

$440 - $580 / week

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from $59 / night

19

Rotonda West Vacation villa rental

Southwest Gulf Coast / Rotonda West

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Green Acres" - If you are looking for a luxurious retreat to spend a relaxed and fun-filled holiday with your family or friends then Green Acres, a vacation rental in Rotonda, FL is perfect for you. Beautifully appointed with a multitude of amenities, this splendid retr …see more

from $130 / night

$910 / week

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from $130 / 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

$900 - $1860 / week

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from $129 / night

(7) 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 $220 / night

$1500 - $3100 / week

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from $220 / night

(3) Very Good 

24

Villa rental in Cape Haze with golf nearby

Southwest Gulf Coast / Cape Haze

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
CORAL SHORES. A charming, very spacious self-catering villa at idyllic Cape Haze. 5 gorgeous bedrooms, three with sitting areas, all with hairdryers and clock radio. Two king masters have TV. Four bathrooms, three ensuite. Two very …see more

from $225 / night

$1574 / week

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from $225 / night

(2) Excellent 

49

Vacation condo with tennis court in Tampa

Tampa / Saddlebrook Resort

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Entertaining 7 Room Golf -Tennis - SPA Villa closest to the clubhouse & SPA in Saddlebrook Golf & Country Club approximately 2200sf sleeping up to 12 people 5 Bedrooms that can be set up with 1 King or 2 Twin Size Beds per room, 4 Bathrooms, Fully Equipped Kitchen, Kitc …see more

from $297 / night

$1970 - $5286 / week

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from $297 / 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

(2) Very Good 

32

Vacation villa with golf nearby in Inverness

Florida / Inverness

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 43 mi
  • Swimming pool
The villa is situated at the Golf Resort of Lakeside GCC, Inverness FL. Villa The Sun offers plenty of space, privacy, fully airconditioned and has a private pool. There are 2 master bedrooms, each with its own bathroom, an additional third bedroom and a separate toilet …see more

from $89 / night

$617 - $897 / week

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from $89 / night

1