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

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7,930 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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Responds fast!
avg. 1 hour 35 minutes

from $93 / night

(15) 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 one of …see more

from $129 / night

$900 - $1350 / week

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avg. 3 hours 2 minutes

from $129 / 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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avg. 3 hours 29 minutes

from $130 / night

(13) 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

(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 $93 / night

$645 - $937 / week

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avg. 36 minutes

from $93 / night

(15) Very Good 

30

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 $114 / night

$798 - $1275 / week

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from $114 / night

(24) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $111 / night

$715 - $1170 / week

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from $111 / 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 $105 / night

$732 - $1625 / week

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from $105 / 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 $111 / night

$644 - $845 / week

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from $111 / night

(4) 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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avg. 3 hours 58 minutes

from $163 / night

(4) Excellent 

25

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

$719 - $1700 / week

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from $97 / night

(2) Excellent 

12

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 $111 / night

$774 - $1495 / week

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avg. 3 hours 58 minutes

from $111 / night

(22) 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 $200 / night

$1395 - $2215 / week

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from $200 / night

(5) Excellent 

Certificate of Excellence

27

Vacation villa rental

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Cape Coral / cottage - 3 bedrooms, 2 bathrooms, 6 sleeps the beautiful, modernly furnished pool house Cape Coral with West orientation, the salt water canal with boat dock and direct access to the Gulf of Mexico is located in SE. Fascinating sunsets. The House is divide …see more

Certificate of Excellence

from $93 / night

$894 - $1057 / week

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Responds fast!
avg. 25 minutes

from $93 / 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

(11) Excellent 

Certificate of Excellence

26

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

Certificate of Excellence

from $124 / night

$858 - $1039 / week

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from $124 / night

59

Vacation home rental

Florida / New Port Richey

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Cul de sac property which has rear lake view. 40 mins from Tampa 3 Bedroom...1 king, 2 twin, 1 full, sleeps 6..2.5 baths 3 TV's, International long distancce calls, HiSpeed Wifi. Full Kitchen...dishes/cookware/utensils dishwasher, microwave, toaster, coffeemaker washe …see more

from $112 / night

$779 - $845 / week

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avg. 2 hours 22 minutes

from $112 / night

20

Vacation villa with swimming pool, 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
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 $85 / night

$780 - $891 / week

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from $85 / 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

(5) 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

(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 $140 / night

$975 - $1453 / week

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from $140 / night

(13) 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 $179 / night

$1250 - $1850 / week

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from $179 / 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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avg. 2 hours 6 minutes

from $122 / night

(2) Excellent 

49

Vacation condo with shared pool, tennis court in Tampa

Tampa / Saddlebrook Resort

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • 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 $198 / night

$1370 - $3086 / week

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from $198 / night

(7) Good 

24

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 10 mi
  • Swimming pool
Our villa is located is SE Cape Coral on a freshwater canal. Cape Coral benefits from 400 miles of freshwater and saltwater canals. You can fish from the private dock. Water activities like boating, fishing, swimming, canal sightseeing and sunbathing are all easily avai …see more

from $130 / night

$845 - $1372 / week

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from $130 / night

(29) 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 $90 / night

$650 - $715 / week

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avg. 3 hours 55 minutes

from $90 / night

(9) Very Good 

19

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
COMPLETELY UPDATED. - You will not find a better deal. We will match our competitors rates. *Updated bathroom and all new furniture* Located in Barefoot Beach Resort Condos at Indian Shores an upscale waterfront condominium destination with garden view and ocean view. T …see more

from $110 / night

$740 - $800 / week

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avg. 2 hours 2 minutes

from $110 / 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 $111 / night

$748 - $1294 / week

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avg. 3 hours 58 minutes

from $111 / night

(12) 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 $156 / night

$1100 / week

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from $156 / night

22

Inverness Vacation villa rental

Florida / Inverness

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Free green fees on 7 local golf courses. The Villa 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 dolphins …see more

from $188 / night

$1300 / week

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avg. 2 hours 26 minutes

from $188 / night

19

Vacation apartment rental

Florida / Inverness

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 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 $110 / night

$770 / week

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avg. 2 hours 26 minutes

from $110 / 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 vacation …see more

from $187 / night

$1309 / week

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avg. 2 hours 26 minutes

from $187 / 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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avg. 2 hours 6 minutes

from $245 / 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 $108 / night

$755 - $1215 / week

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from $108 / night

12

Vacation villa with golf nearby in Inverness

Florida / Inverness

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 35 mi
  • Child friendly
  • Air conditioning
This is a 3 bedroom and 2-bathroom Vacation Villa with a swimming pool that is located at the west side of the villa. You will find that the living room is perfect for any family to relax and enjoy after a long day in the sun, the living room comes complete with a TV, I …see more

from $170 / night

$1150 - $1400 / week

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avg. 2 hours 26 minutes

from $170 / night

15

Home rental in Marco Island

Southwest Gulf Coast / Marco Island

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
WALK TO THE BEACH from my WATERFRONT home on Marco island which is situated in a quiet cul-de-sac . The house & pool area enjoy wonderful views of the adjacent waterway. The lounge & dining area & kitchen are open plan. The master bedroom has a queen bed & …see more

from $220 / night

$1200 - $2800 / week

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from $220 / night

18

Heritage Oaks Golf and Country Club Vacation bungalow rental

Sarasota / Heritage Oaks Golf and Country Club

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 14 mi
  • Swimming pool
You are renting a completely and comfortably equipped home in the 'gated' Golf & country club HERITAGE OAKS, located in the eastern part of Sarasota. Our 2002-home has about 150 m² living space including 2 separate sleeping areas each with bathroom. All floors are in la …see more

from $135 / night

$945 / week

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from $135 / 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
  • Swimming pool
Chaves - Vacation home near beach und golf course Approx. 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 (roofed) …see more

from $84 / night

$504 - $858 / week

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from $84 / night

20

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
  • Swimming pool
  • Child friendly
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted for Payment in US$ | Euro | GBP In business for over 15 years : All Homes are Licensed by State of Florida - …see more

from $279 / night

$1950 - $3350 / week

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from $279 / night