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

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Southwest Gulf Coast

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4,874 Vacation rentals

(18) 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 $93 / night

$645 - $678 / week

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Responds fast!
avg. 1 hour 35 minutes

from $93 / night

25

Cape Coral Vacation home rental

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 7 mi
  • 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 In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best p …see more

from $157 / night

$1099 - $1546 / week

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from $157 / 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

(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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from $111 / night

(26) 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 $195 / night

$1595 - $2215 / week

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from $195 / night

26

Condo rental in Little Gasparilla Island

Southwest Gulf Coast / Little Gasparilla Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

$1000 - $1300 / week

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Responds fast!
avg. 2 hours 34 minutes

from $140 / night

(5) Excellent 

Certificate of Excellence

27

Vacation villa rental

Southwest Gulf Coast / Cape Coral

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $94 / night

$903 - $1068 / week

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Responds fast!
avg. 42 minutes

from $94 / night

(3) Excellent 

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 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 downtown …see more

from $117 / night

$819 / week

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from $117 / 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 - $3011 / week

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from $371 / night

(5) Excellent 

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

from $80 / night

$500 - $700 / week

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from $80 / night

27

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 9 mi
  • Swimming pool
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best p …see more

from $154 / night

$1078 - $1540 / week

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from $154 / night

22

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / Bradenton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 20 mi
  • Child friendly
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best p …see more

from $142 / night

$995 - $1426 / week

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from $142 / 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 $120 / night

$700 - $1400 / week

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from $120 / night

(27) Excellent 

24

Vacation villa in Southwest Gulf Coast

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
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

from $110 / night

$639 - $839 / week

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from $110 / 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

$720 - $1700 / week

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from $97 / 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 $114 / night

$798 - $1275 / week

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from $114 / night

(5) Excellent 

16

Vacation villa in Southwest Gulf Coast

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

(11) Very Good 

18

Vacation home in Southwest Gulf Coast

Bradenton / Sabal Harbour

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 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

from $129 / night

$839 / week

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Responds fast!
avg. 1 hour 51 minutes

from $129 / night

(1) Excellent 

11

Home rental in Southwest Gulf Coast with golf nearby

Southwest Gulf Coast / Naples

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

from $194 / night

$1290 - $1548 / week

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from $194 / 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

(4) 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 $162 / night

$768 - $1484 / week

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from $162 / night

(3) Very Good 

29

Villa rental in Rotonda West with golf nearby

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
The newly furnished home located on a freshwater canal in Rotonda West, a wonderful golfer friendly community with 5 golf courses in the immediate vicinity of the house and 15 other reach within 25 minutes. New electric pool heater from 20. 12. 2013 additionally added t …see more

from $135 / night

$944 - $1440 / week

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Responds fast!
avg. 2 hours 43 minutes

from $135 / night

(2) Very Good 

14

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 $66 / night

$410 - $670 / week

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Responds fast!
avg. 1 hour 52 minutes

from $66 / night

29

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 8 mi
  • Swimming pool
Book Directly with Secret-Places and “experience the difference” - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best …see more

from $155 / night

$1085 - $1595 / week

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from $155 / night

(9) 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 $111 / night

$774 / week

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Responds fast!
avg. 3 hours 15 minutes

from $111 / night

(13) 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

$1250 - $1850 / week

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from $179 / night

24

Vacation home rental

Southwest Gulf Coast / Bradenton

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 20 mi
  • Child friendly
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best p …see more

from $185 / night

$1295 - $1885 / week

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from $185 / night

23

Southwest Gulf Coast Vacation villa rental

Southwest Gulf Coast / Marco Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best p …see more

from $210 / night

$1470 - $4065 / week

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from $210 / night

15

Villa rental in Southwest Gulf Coast

Southwest Gulf Coast / Fort Myers

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury 4 bedroom detached villa with private pool, 2 bathrooms, 2 lounges on gated community in popular Beachwalk Isles close to glorious sandy beaches and the beautiful islands of Captiva and Sanibel. The villa has 4 bedrooms, 2 twin bedded rooms and 2 with queen size …see more

from $117 / night

$839 - $1020 / week

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from $117 / night

(1) Excellent 

25

Home rental in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning
Useppa Island is classed as one of the top most desirable 25 Island locations in the whole world. This 3 bed 3 bath attached villa is now available for rent at a sensible attractive rate well below other rates on the Island. Go to Useppa Island on any search engine t …see more

from $384 / night

$2327 - $2405 / week

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from $384 / night

(1) 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 $130 / night

$910 - $1170 / week

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from $130 / night

(1) Excellent 

17

Vacation home in Southwest Gulf Coast

Southwest Gulf Coast / Rotonda West

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Rotonda Golf Villa - The double lot is approximately 3/4 acres overlooking the 1st hole of a championship golf course. This beautiful Florida home is located in Rotonda West on the beautiful Sun Coast of the Gulf of Mexico in South West Florida. Our four bedroom, three …see more

from $146 / night

$1658 / week

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from $146 / night

(7) Very Good 

23

Vacation villa in Englewood

Southwest Gulf Coast / Englewood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This 3 bedroom, 2 bathroom luxury no smoking house/villa with private heated and screened pool is conveniently located in the pristine, residential neighbourhood of Englewood Isles in the town of Englewood on Florida's laid back and friendly Gulf Coast. This lovely vill …see more

from $105 / night

$665 - $825 / week

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Responds fast!
avg. 1 hour 22 minutes

from $105 / night

20

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

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 $84 / night

$774 - $884 / week

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from $84 / night

28

Cape Coral Vacation villa rental

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
Book Directly with Secret-Places and experience the difference - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best pr …see more

from $154 / night

$1078 - $1395 / week

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from $154 / night

(30) 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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Responds fast!
avg. 3 hours 47 minutes

from $90 / night

30

Cape Coral Vacation villa rental

Southwest Gulf Coast / Cape Coral

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Book Directly with Secret-Places and “experience the difference” - Carefully Selected Homes : Personal Service : Local Guest Support 24/7 : Credit Cards Accepted In business for over 15 years : All Homes are Licensed by State of Florida - get the best homes at the best …see more

from $157 / night

$1025 - $1460 / week

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from $157 / 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

$505 - $858 / week

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from $84 / night

(7) Good 

24

Vacation home in Bradenton

Southwest Gulf Coast / Bradenton

4 8 7 nights min

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

from $130 / night

$910 / week

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from $130 / night

24

Southwest Gulf Coast Vacation villa rental

Southwest Gulf Coast / Bradenton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
7800 sq ft living area, sleeps 8 in 4 bedrooms, lift to all floors Riverview Boulevard is a unique executive home available for exclusive hire. The home is situated at the mouth of the Manatee River just 45 minutes from Tampa International Airport and 30 minutes from S …see more

from $575 / night

$4019 / week

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from $575 / night