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

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Boca Grande (66)
Bonita Springs (206)
Bradenton (188)

Cape Coral (908)
Cape Haze (15)
Captiva Island (53)
El Jobean (5)
Englewood (82)
Estero (35)
Everglades City (3)
Fort Myers (249)
Fort Myers Beach (873)
Golden Gate (12)
Grove City (2)
Keewaydin Island (1)
Little Gasparilla Island (18)
Manasota Key (42)
Marco Island (692)
Naples (509)
North Captiva Island (24)
North Fort Myers (19)
North Naples (20)
North Sarasota (2)
Ochopee (2)
Placida (55)
Port Charlotte (60)
Punta Gorda (53)
Rotonda West (86)
Sanibel Island (484)
Sarasota (274)
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7,320 Vacation rentals

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42

Southwest Gulf Coast Vacation private room rental

Southwest Gulf Coast / Cape Coral

1 2 1 night min

1 bedroom
sleeps 2
1 night min

Child friendly
Air conditioning
Private garden

We offer in our house in Cape Coral 1 neat bright guest room with private bath as a holiday home. There are 2 other guest rooms available with shared bathroom. Living room, kitchen, dining area and garden can also be used. In the evening you can meet other guests in the …see more

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from $48 / night

$332 / week

from $48 / night

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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

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from $107 / night

$745 - $1,203 / week

from $107 / night

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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

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from $140 / night

$980 - $1,275 / week

Responds fast!
avg. 3 hours 1 minutes

from $140 / night

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23

Vacation villa with golf nearby in Southwest Gulf Coast

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 Clickstay, we've been there since 2005, the Villa is furnished as our own home not a holiday rental, book with us we guarantee you won't be disappointed. The Villa is located o …see more

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from $222 / night

$1,184 - $1,479 / week

from $222 / night

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66

Vacation bungalow in Southwest Gulf Coast

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

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from $166 / night

$1,157 - $1,967 / week

from $166 / night

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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

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from $228 / night

$1,595 - $2,475 / week

from $228 / night

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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

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from $119 / night

$732 - $925 / week

Responds fast!
avg. 3 hours 52 minutes

from $119 / night

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13

Vacation home in Port Charlotte

Southwest Gulf Coast / Port Charlotte

2 4 3 nights min

2 bedrooms
sleeps 4
3 nights min

Beach/lakeside relaxation
Swimming pool
Suitable for children age 5+

We are offering a home away from home. We are offering a private house with private pool and garden and lake view. Port Charlotte is an area right in the middle of the most beautiful beaches on the Gulf Coast ? Boca Grande, Englewood Beach, Manasota Key , Siesta Key, An …see more

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from $92 / night

$573 - $802 / week

from $92 / night

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18

Vacation apartment in Southwest Gulf Coast

Southwest Gulf Coast / Bonita Springs

1 2 min stay varies

1 bedroom
sleeps 2
min stay varies

Beach/lakeside relaxation
Swimming pool
Air conditioning

Newly Renovated, Luxury, Free Tennis, Pool, Beach, High Speed Internet. Enjoy the Florida sunshine when you vacation in our beautiful, pristine, non-smoking, vacation rental on Bonita Beach in Southwest Florida between Naples and Fort Myers Beach. The beach is just 1 …see more

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from $172 / night

$911 - $1,598 / week

from $172 / night

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25

Southwest Gulf Coast Vacation home accommodation

Fort Myers Beach / Estero Island

3 6 5 nights min

3 bedrooms
sleeps 6
5 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

Welcome to Widgeon Cottage! Grab your dates now for 2015 and 2016. This property fills up fast! We have one of the few homes that has a heated pool and whirlpool spa. Walk out your back patio door to a warm pool or onto the dock overlooking the canal where you can fish …see more

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from $228 / night

$1,595 / week

Responds fast!
avg. 1 hour 21 minutes

from $228 / night

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51

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / North Captiva Island

3 10 7 nights min

3 bedrooms
sleeps 10
7 nights min

Nearest beach 0 mi
Child friendly
Car not necessary

Luxurious Beachfront Home with a Premier Fishing Dock (fish attracting lights) , Private Beach, Two Lifted Golf Carts included and an Elevator. This amazing 3 bedroom, 4.5 bath and 2 kitchen waterfront home sleeps up to 10 and has over 2600 square feet of living space u …see more

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from $665 / night

$4,649 / week

Responds fast!
avg. 23 minutes

from $665 / night

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12

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

Stunning luxury house in the heart of Tara Golf & Country Club, Bradenton Florida. 6907 Drewry’s Bluff is a stunningly designed luxury house situated on the exclusive Tara Golf & Country Club, in the heart of the beautiful city of Bradenton, Florida. This beautiful ho …see more

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from $129 / night

$898 - $1,882 / week

from $129 / night

27

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / Rotonda West

3 6 min stay varies

3 bedrooms
sleeps 6
min stay varies

Nearest beach 20 mi
Swimming pool
Child friendly

We would love to share our private home with you! We are situated in a quiet residential setting on the fresh water canal. Majestic palm trees and pines surrounding our home assures a tranquil peaceful setting. Enjoy the sunset from our small dock overlooking the canal. …see more

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from $105 / night

$734 / week

from $105 / night

6

Vacation condo with shared pool in Southwest Gulf Coast

Southwest Gulf Coast / Fort Myers Beach

1 4 7 nights min

1 bedroom
sleeps 4
7 nights min

Swimming pool
Child friendly
Air conditioning

Sea Watch Resort Hilton time share property Close to residential area so less traffic and tourist traps Saturday to Saturday Week 35 only 6th floor ocean view Ample off street parking Close to shops and theater and restaurants --walking distance Private balcony Be …see more

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from $161 / night

$1,123 / week

from $161 / night

22

Southwest Gulf Coast Vacation home rental

Southwest Gulf Coast / Rotonda West

3 6 min stay varies

3 bedrooms
sleeps 6
min stay varies

Swimming pool
Child friendly
Air conditioning

Welcome to Manatee Manor, This exceptionally appointed 3 bedroom 2 bathroom pool home is everything that you could possibly need. From the fully equipped kitchen, large living room and your choice of indoor or poolside eating. This home also has laundry facilities, dou …see more

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from $131 / night

$916 / week

from $131 / night

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

Certificate of Excellence

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from $102 / night

$697 - $1,030 / week

from $102 / night

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24

Vacation villa with golf nearby in Southwest Gulf Coast

Rotonda West / Broadmoor

3 6 14 nights min

3 bedrooms
sleeps 6
14 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

Certificate of Excellence

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from $134 / night

$932 / week

Responds fast!
avg. 2 hours 22 minutes

from $134 / night

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23

Home accommodation in Southwest Gulf Coast

Southwest Gulf Coast / Venice

3 6 3 nights min

3 bedrooms
sleeps 6
3 nights min

Nearest beach 2 mi
Swimming pool
Child friendly

Welcome to our Villa Lemon Tree! New (Completion May 2015), 3 bedroom, 2 bath villa with ultra modern facilities and a 10-meter (30ft) swimming pool awaits you. The modern equipment and the design will inspire you. In addition, there is an idyllic, unspoilt private b …see more

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from $138 / night

$974 - $1,262 / week

from $138 / night

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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

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from $132 / night

$916 - $1,203 / week

Responds fast!
avg. 12 minutes

from $132 / night

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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

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from $76 / night

$470 - $768 / week

Responds fast!
avg. 3 hours 19 minutes

from $76 / night

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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

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from $142 / night

$991 / week

from $142 / night

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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 lovely Vill …see more

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from $97 / night

$679 - $711 / week

Responds fast!
avg. 1 hour 30 minutes

from $97 / night

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35

Vacation villa in Southwest Gulf Coast

Port Charlotte / South Gulf Cove

5 8 min stay varies

5 bedrooms
sleeps 8
min stay varies

Nearest beach 7 mi
Swimming pool
Child friendly

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 ready …see more

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from $175 / night

$1,221 / week

Responds fast!
avg. 3 hours 0 minutes

from $175 / night

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34

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

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from $145 / night

$1,011 - $1,529 / week

from $145 / night

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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

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from $669 / night

$2,328 - $3,904 / week

from $669 / night

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26

Vacation home with golf nearby in Fort Myers

Fort Myers / South Fort Myers

4 8 7 nights min

4 bedrooms
sleeps 8
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

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from $141 / night

$1,167 - $1,330 / week

from $141 / night

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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

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from $148 / night

$1,036 / week

from $148 / night

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31

Home rental in Southwest Gulf Coast with golf nearby

Southwest Gulf Coast / Naples

3 6 14 nights min

3 bedrooms
sleeps 6
14 nights min

Beach/lakeside relaxation
Nearest beach 11 mi
Swimming pool

We overlook the beautiful Hibiscus Golf Course in the famous Lely Area. Our single family pool home has three bedrooms and open plan living space of 2000 square feet. A magnificent chefs kitchen area should you want to wine and dine. It boasts 1800 of outdoor living sp …see more

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from $252 / night

$1,775 / week

from $252 / night

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28

Apartment rental in Southwest Gulf Coast with golf nearby

Southwest Gulf Coast / Bradenton

2 5 7 nights min

2 bedrooms
sleeps 5
7 nights min

Beach/lakeside relaxation
Nearest beach 3 mi
Swimming pool

We offer an apartment with approx 116 m² in a well-maintained complex in an attractive location in Bradenton. The resort is located about a 10 minutes drive from the beach of the Gulf of Mexico. Since the resort is in a quiet area, you can relax very well. The apartment …see more

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from $126 / night

$802 / week

from $126 / night

26

Vacation villa with swimming pool in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 min stay varies

3 bedrooms
sleeps 6
min stay varies

Beach/lakeside relaxation
Nearest beach 7 mi
Swimming pool

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

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from $175 / night

$1,221 / week

Responds fast!
avg. 3 hours 0 minutes

from $175 / night

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43

Vacation villa rental

Southwest Gulf Coast / Naples

4 8 min stay varies

4 bedrooms
sleeps 8
min stay varies

Beach/lakeside relaxation
Nearest beach 10 mi
Swimming pool

SEASON 2019 - CASA NAPOLETANA Lovely detached villa 4/3 with pool, hot tub & lake view in a secure community of Artesia, Naples. The house with its 4 bedrooms and 3 bathrooms easily accommodates 8 people. ATTENTION: THE GOOGLE MAPS DOESN'T SHOW THE REAL SITUATION IN …see more

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from $256 / night

$2,285 / week

from $256 / night

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39

Vacation home rental

Southwest Gulf Coast / Rotonda West

3 6 min stay varies

3 bedrooms
sleeps 6
min stay varies

Nearest beach 9 mi
Swimming pool
Child friendly

Moments away from the unspoilt white sandy beaches and magical waters of the gulf of Mexico, this Stylish waterfront home, heated pool (on wide canal) offers everything you need to enjoy the Florida lifestyle: just bring your toothbrush! Southwest Florida's luxurious g …see more

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from $147 / night

$1,026 - $1,283 / week

Responds fast!
avg. 3 hours 47 minutes

from $147 / night

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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

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from $126 / night

$814 - $1,331 / week

Responds fast!
avg. 3 hours 34 minutes

from $126 / night

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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

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from $148 / night

$1,031 - $2,130 / week

from $148 / night

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41

Southwest Gulf Coast Vacation guest house rental

Southwest Gulf Coast / Cape Coral

1 2 1 night min

1 bedroom
sleeps 2
1 night min

Beach/lakeside relaxation
Ask about children
Air conditioning

This ad is for a room. Our guesthouse is newly renovated, completely covered with glossy tiles, lies close to the island of Pine Iceland and the Kuenstlerviertel in Key West style on Matlacha. Our rooms are bright and friendly. The sandy beach on the marina is roughly a …see more

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from $45 / night

$297 / week

from $45 / night

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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

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from $102 / night

$740 - $814 / week

Responds fast!
avg. 1 hour 55 minutes

from $102 / night

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24

Vacation villa with indoor pool in Southwest Gulf Coast

Southwest Gulf Coast / Bradenton

4 8 min stay varies

4 bedrooms
sleeps 8
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

Spacious detached Villa 4 bed, 2 bath, front lake view, BBQ Grill, Lanai, up to 8 people Relax at your pool and admire at the same time the lake view with herons !!! Great location just a short drive to amazing beaches, great restaurants and shopping, 15 minutes from …see more

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from $134 / night

$938 / week

from $134 / night

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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

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from $241 / night

$1,890 / week

Responds fast!
avg. 3 hours 12 minutes

from $241 / night

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20

Southwest Gulf Coast Vacation villa rental

Southwest Gulf Coast / Naples

3 6 14 nights min

3 bedrooms
sleeps 6
14 nights min

Child friendly

Our Villa is a lovely luxury villa set in the small gated community of Masters Reserve situated within Lely Resort Golf and Country Club. The villa has 3 good-sized bedrooms and 2 bathrooms. Apart from the high specifications of the property it benefits from being in a …see more

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from $212 / night

$1,479 / week

from $212 / night

54

Villa rental in Naples with golf nearby

Southwest Gulf Coast / Naples

3 6 min stay varies

3 bedrooms
sleeps 6
min stay varies

Beach/lakeside relaxation
Nearest beach 12 mi
Swimming pool

Newly remodelled pool villa on a lake in a golf resort (there world class golf courses) and privileges to the Players Club and Spa. We invite you to relax in this 3 bedroom executive pool home with the very best view in the masters reserve, overlooking a private lake …see more

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from $401 / night

$2,176 - $3,229 / week

Responds fast!
avg. 2 hours 19 minutes

from $401 / night

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