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

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Placida
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Southwest Gulf Coast

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5,526 Vacation rentals

(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

(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

(20) Excellent 

22

Vacation villa with golf nearby in Southwest Gulf Coast

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

(14) Very Good 

28

Villa rental in Southwest Gulf Coast 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

26

Condo rental in Little Gasparilla Island

Southwest Gulf Coast / Little Gasparilla Island

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
AKA the "Green Roof Condos", we are a 1000 sq ft end unit with no one above or below. South facing and perched 20 feet above the ground with palm trees in all views. There is a second floor loft (fixed ladder) that sleeps 2. We have a freshwater pool right on the island …see more

from $140 / night

$1,000 - $1,200 / week

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avg. 2 hours 17 minutes

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 $135 / night

$987 - $1,064 / week

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avg. 2 hours 7 minutes

from $135 / night

(17) Excellent 

23

Vacation villa in Southwest Gulf Coast

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

(15) Very Good 

30

Vacation villa in Southwest Gulf Coast

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

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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Responds fast!
avg. 3 hours 17 minutes

from $139 / night

(8) Excellent 

24

Southwest Gulf Coast 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

32

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Seven Palms Florida! Located in Cape Coral Florida, this lovely 3 bed/3 bath villa is a perfect haven to enjoy the fun and sun of Southwest Floria. The Villa: The Villa has a lovely, large open plan living area measuring at 200 m²/2,100 ft². The bedrooms a …see more

from $115 / night

$800 - $1,050 / week

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avg. 1 hour 5 minutes

from $115 / night

(5) Excellent 

12

Vacation villa in Southwest Gulf Coast

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 $115 / night

$1,393 / week

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Responds fast!
avg. 3 hours 59 minutes

from $115 / 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

$1,658 / week

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from $237 / night

(3) Very Good 

16

Vacation home with swimming pool in Port Charlotte

Southwest Gulf Coast / Port Charlotte

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The cosy cottage is located in South West Florida more specifically in the beautiful port city of Port Charlotte. by 2015, the House was renovated and newly equipped with furniture, as well as a neugebautem pool area. The southern alignment makes it possible to relax yo …see more

from $78 / night

$535 - $670 / week

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Responds fast!
avg. 1 hour 37 minutes

from $78 / night

(31) Excellent 

Certificate of Excellence

24

Vacation villa in Southwest Gulf Coast

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

(2) Excellent 

19

Vacation apartment in Southwest Gulf Coast

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 $90 / night

$625 / week

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from $90 / 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 $193 / night

$1,349 / week

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Responds fast!
avg. 2 hours 3 minutes

from $193 / night

(12) Excellent 

19

Villa rental in Southwest Gulf Coast 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 $173 / night

$1,207 / week

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from $173 / night

(6) Excellent 

Certificate of Excellence

26

Vacation villa with swimming pool, golf nearby in Southwest Gulf Coast

Southwest Gulf Coast / Port Charlotte

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
Very quietly located pool Vila between Port Charlotte and North port. In five minutes, one is with the bike at supermarkets and restaurants. This approx. 185 m² House offers all the amenities and has the great advantage that the neighbouring plots include free or to the …see more

Certificate of Excellence

from $86 / night

$600 / week

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from $86 / night

(10) Excellent 

24

Vacation villa with golf nearby in Southwest Gulf Coast

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

16

Vacation villa in Fort Myers

Fort Myers / South Fort Myers

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
Luxury 3 bedroom detached villa with private pool, 2 bathrooms, 2 lounges The villa has 3 bedrooms, 1 twin bedded rooms and 2 with queen sized beds. The master bedroom has a large walk in closet and is en-suite with large Roman bath, two washbasins, cupboards un …see more

from $157 / night

$923 - $1,988 / week

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from $157 / night

(1) Excellent 

16

Home rental in Southwest Gulf Coast

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
Very nice Off Water Non smoking holiday house about 200 m² with heated pool in quiet location. The house has 3 bedrooms and 2 bathrooms. The interior of the house is decorated in a tasteful brown and beige. In the extension of the kitchen invites cozy dining room overlo …see more

from $124 / night

$778 - $951 / week

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from $124 / night

(16) Excellent 

16

Vacation apartment in Southwest Gulf Coast

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

(4) Excellent 

25

Vacation villa rental

Southwest Gulf Coast / Naples

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
SEASON 2019 - CASA NAPOLETANA Lovely detached villa 4/3 with pool, spa & lake view in a secure community of Artesia, Naples. The house with its 4 bedrooms and 3 bathrooms easily accommodates 8 people There will be more images of this brand new home in the summer of 20 …see more

from $160 / night

$2,050 / week

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from $160 / night

22

Vacation condo in Bonita Springs

Southwest Gulf Coast / Bonita Springs

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Air conditioning
Tastefully RENOVATED throughout with all new tile floors, completely painted, large new trim and detailing including all new furnishings! This coastal beach themed corner unit condo has all the comforts of a home. Enjoy privacy on the second floor screened-in lanai over …see more

from $110 / night

$770 / week

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from $110 / 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 well m …see more

from $257 / night

$735 - $1,610 / week

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Responds fast!
avg. 3 hours 59 minutes

from $257 / night

24

Vacation home in Port Charlotte

Southwest Gulf Coast / Port Charlotte

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This small house is in a beautiful neighborhood in the beautiful Port Charlotte. In September 2016, was completely refurbished. Info House: 95 sqm living area about 900 square meters of land climate control, ceiling fans and smoke detectors occupancy max. 4 adults cover …see more

from $104 / night

$723 / week

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from $104 / night

29

Southwest Gulf Coast Vacation home rental

Southwest Gulf Coast / Bonita Springs

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
Gorgeous new home with awesome amenities.12 foot coffered ceilings Large shower and bidet in Master bathroom High speed internet with WiFi (WLAN) extender so that you maintain a strong signal even in the lanai/pool area. 65" 4K TV's in Master Bedroom and Great Room Cage …see more

from $130 / night

$910 / week

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from $130 / night

(3) Excellent 

25

Vacation villa with golf nearby in Southwest Gulf Coast

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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Responds fast!
avg. 3 hours 34 minutes

from $126 / night

10

Southwest Gulf Coast 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

(11) Very Good 

Certificate of Excellence

17

Vacation home in Southwest Gulf Coast

Bradenton / Sabal Harbour

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sabal Harbour house description This beautiful 2,550 Sq.Ft, four-bedroom, two-bathroom villa enjoys an enviable, south-facing position overlooking a picturesque lake. It is situated in the Sabal Harbour area in Bradenton, Florida. It offers the opportunit …see more

Certificate of Excellence

from $168 / night

$1,050 / week

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Responds fast!
avg. 1 hour 56 minutes

from $168 / 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 excess of 2,400 squ …see more

from $160 / night

$1,119 / week

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from $160 / night

(7) Excellent 

17

Cape Coral Vacation home rental

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Luxury Villa with waterfall pool! Our villa offers a stylish ambiance and exclusive equipment for demanding people. The villa is on a 1000 m² tropical garden plot in the heart of Cape Coral, very quiet. On 190 sqm air-conditioned living space offers 3 cozy luxury bedroo …see more

from $172 / night

$1,204 / week

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from $172 / night

12

Vacation apartment in Southwest Gulf Coast

Southwest Gulf Coast / Englewood

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment is in a very nice community with a predominantly elderly residents, but children are welcome. It is fully equipped, also with beach towels, beach chairs and a cool box. From the balcony (with fly screen) You have a great view of the canal, also from the ma …see more

from $75 / night

$525 - $972 / week

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from $75 / night

(2) Excellent 

34

Vacation villa in Southwest Gulf Coast

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

(18) Excellent 

24

Home rental in Fort Myers with golf nearby

Fort Myers / South Fort Myers

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
2200 square feet fully air conditioned living space. Further 800 square feet non air conditioned garage and covered lanai. Beautiful private rear views onto Federal Preserve area. Full electric heated swimming pool with hot tub. Purchased for owners own use as a second …see more

from $112 / night

$781 - $980 / week

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from $112 / night

(12) Excellent 

21

Vacation villa in Southwest Gulf Coast

Rotonda West / Rotonda Lakes

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Nevaeh, our beautiful luxury villa is situated in Rotonda lakes, quiet and peaceful yet only minutes away from beautiful beaches and golf courses. There are 3 large bedrooms, (master with ensuite) 2 further bedrooms (one double, one twin) with shared bathr …see more

from $112 / night

$784 - $1,764 / week

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Responds fast!
avg. 2 hours 59 minutes

from $112 / night

(12) Excellent 

19

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 Premiers …see more

from $131 / night

$910 - $1,120 / week

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from $131 / night

(2) Excellent 

22

Southwest Gulf Coast 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

(22) Excellent 

28

Vacation villa with golf nearby in Southwest Gulf Coast

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
An elegant and luxuriously appointed waterfront home situated in the exclusive up-market South West region of Cape Coral. Built in 2002 and one of only six houses of its kind, this charming home offers over 2400 sq ft of stylish,air conditioned living accommodation. One …see more

from $138 / night

$961 - $1,470 / week

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from $138 / night