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

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Florida Gulf Coast

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8,309 Vacation rentals

(25) Excellent 

28

Condo rental in St. Petersburg

Florida / St. Petersburg

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 5 adults or 4 adults and 2 children. Beautiful apartment in tranquil setting, right on the waterfront with spectacular, open water views over the Big Bayou. Watch the dolphins swim p …see more

from $119 / night

$770 - $840 / week

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from $119 / night

(20) 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 $100 / night

$700 - $1,127 / week

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avg. 2 hours 7 minutes

from $100 / 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 $140 / night

$980 - $1,275 / week

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from $140 / night

(13) Excellent 

Certificate of Excellence

26

Vacation home with golf nearby 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 $133 / night

$973 - $1,049 / week

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avg. 2 hours 7 minutes

from $133 / night

(12) 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 $170 / night

$1,190 / week

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from $170 / night

(30) 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 + Cadd …see more

from $277 / night

$1,595 - $2,445 / week

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from $277 / night

(7) Excellent 

24

Villa rental in Rotonda West with golf nearby

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The interior of Devon Time has been designed and equipped to a very high standard to include main bedroom en -suite bathroom fitted with Jacuzzi and walk-in shower. All towels, additional bedding and hairdryers are provided. 3 flat screen TV''s, all having access to sat …see more

from $115 / night

$805 / week

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from $115 / night

(15) Excellent 

25

Vacation home accommodation

Fort Myers Beach / Estero Island

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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 $291 / night

$2,033 - $3,409 / week

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from $291 / night

(37) Excellent 

41

Townhouse rental in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Our modern, luxury townhouse within the Bermuda Bay Club condominium enjoys a fantastic location right at the beach on Bradenton Beach; within easy walking to a number of shops, restaurants and a host of activities. Packed with all the mod cons (including free WiFi, tel …see more

from $172 / night

$1,200 - $1,900 / week

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from $172 / 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 $129 / night

$903 / week

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from $129 / night

(9) Very Good 

Certificate of Excellence

13

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

Certificate of Excellence

from $110 / night

$740 - $800 / week

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avg. 1 hour 51 minutes

from $110 / night

(14) 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

$1,250 - $1,850 / week

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from $179 / night

(16) Excellent 

16

Vacation apartment in Bradenton

Southwest Gulf Coast / Bradenton

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 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 - $881 / week

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from $88 / night

12

Inverness Vacation villa rental

Florida / Inverness

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 30 mi
  • Child friendly
  • Air conditioning
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 $165 / night

$1,155 / week

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avg. 2 hours 12 minutes

from $165 / night

21

Vacation villa in Inverness

Florida / Inverness

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 35 mi
  • Swimming pool
  • Child friendly
This is a spacious 3 bedroom and 2 bathroom house with a swimming pool that is located at Connel Lake and the Wedding Venue "Lakeside Ranch" in the Lakeside Country Club a small neighborhood with lots of Palms and old Oak trees. Enjoy a beautiful view of Lake wildlife a …see more

from $188 / night

$1,300 - $1,500 / week

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avg. 2 hours 12 minutes

from $188 / night

(17) Excellent 

23

Vacation villa in Fort Myers

Fort Myers / South Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Our 3 bed/2 bath house in South Fort Myers is within easy reach of the stunning beaches of Fort Myers Beach, Sanibel and Captiva. Situated in the quiet and sought-after residential area of Wellington it is tastefully furnished and provides a comfortable home from home …see more

from $132 / night

$924 - $966 / week

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avg. 3 hours 0 minutes

from $132 / night

(17) Excellent 

27

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 a private …see more

from $190 / night

$1,330 / week

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avg. 2 hours 3 minutes

from $190 / night

(10) 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 $126 / night

$882 / week

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Responds fast!
avg. 3 hours 25 minutes

from $126 / 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

$1,767 / week

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from $253 / night

(2) Excellent 

19

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

3 6 7 nights min

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

from $89 / night

$616 / week

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from $89 / 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

$1,309 / week

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avg. 2 hours 12 minutes

from $187 / night

17

Villa rental in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
"Riverview" - This luxury three bedroom, two bathroom home with a private northwest facing pool overlooks a freshwater canal. The home is located in a quiet area where wildlife abounds. From the lounge, family room and master bathroom patio doors lead onto a large sun …see more

from $199 / night

$1,391 / week

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from $199 / night

10

Home rental in Sarasota with indoor pool, golf nearby

Southwest Gulf Coast / Sarasota

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury house with private pool situated on Tara golf and country club in Sarasota, Florida. Our house is bright, spacious and fully air-conditioned. The house is furnished to a high standard throughout. There is a lounge with dining area. There is a large bright full …see more

from $139 / night

$973 - $2,040 / week

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avg. 3 hours 17 minutes

from $139 / 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 décor. Su …see more

from $150 / night

$1,200 - $2,000 / week

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from $150 / night

(1) Excellent 

21

Vacation villa in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
"Villa Paradisio" - This beautiful vacation house in Rotonda, Florida, is an ideal getaway for you. This three bedroom retreat is perfect to sleep up to six guests. The bedrooms are fully furnished and bathrooms are well stocked with all modern amenities. If you love to …see more

from $199 / night

$1,390 / week

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from $199 / night

(1) Excellent 

17

Villa rental in Inverness with swimming pool, golf nearby

Florida / Inverness

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
This beautiful Vacation Villa comes with multiple upgrades and enough space for the entire family, come home to an open concept floor plan loaded with amenities inside and out. You will find that the living room is perfect for any family to relax and enjoy after a long …see more

from $188 / night

$1,150 - $1,440 / week

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avg. 2 hours 12 minutes

from $188 / 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 $180 / night

$1,300 / week

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Responds fast!
avg. 2 hours 12 minutes

from $180 / night

(2) Excellent 

34

Vacation villa in Fort Myers

Fort Myers / South Fort Myers

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the ever popular South Fort Myers area of Florida, the home is ideally situated close to all local amenities, outlet malls, restaurants shops and recreational activities are a short jog away. The Islands of Sanibel and Captiva, and the beautiful beaches of Fo …see more

from $140 / night

$980 - $1,050 / week

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from $140 / night

(31) 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 condi …see more

from $97 / night

$700 - $770 / week

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avg. 3 hours 8 minutes

from $97 / night

(3) 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 $126 / night

$882 - $931 / week

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avg. 3 hours 34 minutes

from $126 / night

(1) Excellent 

22

Vacation condo in Gulf Shores

Alabama / Gulf Shores

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beach Front condo in great location on second floor of the building so you truly get the feel of being right on the water. Sit and watch the dolphins from the balcony as you sip your coffee in the morning or watch the sunset with a glass of wine. This unit has 1 bedroo …see more

from $79 / night

$675 - $1,750 / week

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Responds fast!
avg. 1 hour 46 minutes

from $79 / night

(32) 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 $119 / night

$770 - $1,260 / week

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from $119 / 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 $150 / night

$700 - $1,500 / week

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Responds fast!
avg. 3 hours 56 minutes

from $150 / night

(31) Excellent 

Certificate of Excellence

24

Vacation villa in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
The Villa is beautifully furnished and equipped to a very high standard as our second home, it is fully air conditioned throughout and has ceiling fans in each room for added comfort. We have also taken the extra step of having a Titanium coating on the villa windows to …see more

Certificate of Excellence

from $112 / night

$770 - $973 / week

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from $112 / night

19

Rotonda West Vacation villa rental

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$1,148 / week

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from $130 / night

10

Vacation villa in Inverness

Florida / Inverness

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 30 mi
  • Child friendly
  • Air conditioning
This beautiful Vacation Villa comes with multiple upgrades and enough space for the entire family, come home to an open concept floor plan loaded with amenities inside and out. This home comes with a fully equipped kitchen which is perfect for entertaining whether a go …see more

from $299 / night

$2,093 / week

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Responds fast!
avg. 2 hours 12 minutes

from $299 / night

(1) Excellent 

20

Vacation villa with golf nearby in Inverness

Florida / Inverness

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 $105 / night

$735 / week

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Responds fast!
avg. 2 hours 12 minutes

from $105 / night

(1) Excellent 

16

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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avg. 2 hours 12 minutes

from $118 / night

21

Vacation villa in Naples

Southwest Gulf Coast / Naples

2 4 120 nights min

  • 2 bedrooms
  • Sleeps 4
  • 120 nights min
Come visit Naples, Florida, the jewel of Southwest Florida known for its expansive pristine white sand beaches, fine dining and high end shopping. Our home is located at the end of a quiet cul de sac in the gated community of Village Walk of Naples. You will be greete …see more

from $120 / night

$840 / week

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from $120 / 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 12 minutes

from $110 / night