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

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Southwest Gulf Coast

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3,996 Vacation rentals

(17) 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 $85 / night

$589 - $640 / week

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from $85 / night

(13) 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

(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 $110 / night

$742 - $1284 / week

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from $110 / night

(9) Excellent 

17

Vacation apartment in Southwest Gulf Coast

Southwest Gulf Coast / Bradenton

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Our light, spacious, open-plan apartment is in the Shorewalk complex, situated on the beautiful central Gulf Coast of Florida.  Shorewalk comprises 2-story buildings on 30 acre grounds with mature trees.  Paths, well-lit at night, meander around 6 stocked lakes to lead …see more

from $88 / night

$596 - $900 / week

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from $88 / night

(12) 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 $165 / night

$1150 - $1850 / week

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from $165 / night

11

Sarasota / Lido Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly

from $88 / night

$616 - $1519 / week

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from $88 / night

(20) 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 $228 / night

$1595 - $2215 / week

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from $228 / 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 $570 / night

$3988 / week

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from $570 / night

(10) Excellent 

23

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

from $123 / night

$852 - $981 / week

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from $123 / 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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from $140 / 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
Pine Tree Villa was completely refurbished for Jan 2011, a new Swimming Pool and deck with Bug Screen was built to the rear of the Villa. The Villa is set in a location surrounded by Pine trees, Palmetto's and natural vegetation with no properties to the sides. Th …see more

from $110 / night

$639 - $839 / week

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from $110 / night

(2) Excellent 

17

Vacation villa in Southwest Gulf Coast

Southwest Gulf Coast / Cape Coral

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
TREAT YOURSELF TO RELAX & DE-STRESS IN YOUR OWN PRIVATE VILLA COMPLETE WITH DUAL HEATED SALT WATER IN GROUND POOL, PALM TREES, AND YOUR PERSONAL PRIVATE DOCK LOCATED ON A SALT WATER CANAL, ONLY MOMENTS TO OPEN WATER AND THE GULF OF MEXICO! Hi! We are Pat & Trudy, and …see more

from $130 / night

$910 - $1200 / week

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from $130 / night

16

Southwest Gulf Coast / Cape Coral

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly

from $102 / night

$711 - $1144 / week

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from $102 / night

(8) 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 $129 / night

$903 - $1097 / week

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from $129 / night

(2) 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

(5) Excellent 

32

Vacation home rental

Southwest Gulf Coast / Cape Coral

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Swimming pool
This large open concept home offers 2100 square feet of luxury living. The home itself which features beautiful Turkish marble floors throughout offers 3 large bedrooms and two luxury bathrooms. The home's kitchen features high quality Cherry wood cabinetry, a one of …see more

from $129 / night

$900 - $1350 / week

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from $129 / night

21

Vacation condo in Southwest Gulf Coast

Southwest Gulf Coast / Naples

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a 1st floor 3 bedroom 2 bathroom condo situated in the Lely Landing community, there are only 24 condos which are built around the clubhouse. The communal pool is only a few minutes walk away, fabulous location the pool captures the sun all day, sun loungers are …see more

from $93 / night

$645 / week

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from $93 / night

(3) Very Good 

16

Vacation villa in Rotonda West

Southwest Gulf Coast / Rotonda West

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
A superb 4/5 bedroom home with everything you could wish for in a holiday home. Perfect surroundings, ideal outlook over a lake and golf course, many upgrades are included free of charge, internet, Wi Fi connection, satellite TV, TV's in living and both master suites. …see more

from $129 / night

$768 - $1484 / week

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from $129 / night

(14) Very Good 

25

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 - $1300 / week

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from $140 / night

(1) Excellent 

23

Southwest Gulf Coast Vacation home rental

Southwest Gulf Coast / Port Charlotte

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Approx. 1485 square feet under air, 2 living rooms, 3 bed rooms with walk-in closets, 2 bath rooms (thereof one with shower, one with shower & tub combination), 1 kitchen, 1 laundry-room, 1 garage (215 sqft), lanai and pool area caged, salt water pool with electric fil …see more

from $84 / night

$505 - $858 / week

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from $84 / night

(2) Very Good 

28

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 $125 / night

$873 - $1332 / week

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from $125 / night

(4) Excellent 

27

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
BACK ON THE MARKET FROM JUNE 2016!!!! Lovely detached villa vith large pool in a secure community in Naples, Briarwood. There are 3 bedrooms and 2 bathrooms. Living room: 2 sofas, coffee table, TV, tv-stand. Working space with desck, PC and printer. Kitchen with all ap …see more

from $97 / night

$698 - $1700 / week

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from $97 / night

16

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 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 $129 / night

$710 - $1613 / week

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from $129 / night

14

Vacation home in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
Villa Corona is the perfect villa for your relaxing holiday. There's enough room for children to thoroughly enjoy themselves or for those wanting a more tranquil stay the area is a peaceful haven. The south facing, solar heated pool is protected by a large lanai w …see more

from $127 / night

$883 - $1105 / week

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from $127 / night

(8) 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 $110 / night

$768 / week

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from $110 / night

24

Southwest Gulf Coast / Port Charlotte

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $92 / night

$638 / week

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from $92 / night

(5) Very Good 

9

Vacation villa rental

Rotonda West / Rotonda Lakes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Situated lakeside this home has everything to ensure your vacation is as relaxing and comfortable as you would want it to be. A true home from home! Have fun in, or simply relax by the heated pool. The pool and lanai areas are completely screened. You can …see more

from $104 / night

$645 / week

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from $104 / night

(11) Excellent 

18

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 $120 / night

$839 - $968 / week

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from $120 / 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

(3) Excellent 

34

Vacation villa in Southwest Gulf Coast

Englewood / Lake Marlin

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Our Floridian villa has a South-facing pool which basks in glorious sunshine all day, followed by beautiful sunsets and warm evenings, all overlooking glistening Lake Marlin. With the beautiful lake views you will not want to leave your vacation villa. This stunning …see more

from $110 / night

$768 - $1505 / week

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from $110 / night

(28) 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

$645 - $710 / week

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from $90 / night

(13) Excellent 

28

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 …see more

from $148 / night

$1032 / week

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from $148 / night

(2) Excellent 

24

Southwest Gulf Coast / Bradenton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $117 / night

$749 - $889 / week

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from $117 / night

(7) Excellent 

40

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

from $39 / night

$259 - $275 / week

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from $39 / 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 $116 / night

$832 - $1012 / week

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from $116 / night

(7) Excellent 

18

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
  • Nearest beach 12 mi
  • Swimming pool
If you are seeking a peaceful relaxing vacation home on the beautiful Florida Gulf Coast, away from the bustle of everyday life, then 'Gulf Tranquility' is the perfect place to fully experience the laid back Florida Lifestyle whilst enjoying the unspoilt natural beauty, …see more

from $136 / night

$949 - $1484 / week

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from $136 / night

(3) Excellent 

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

from $199 / night

$1393 / week

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from $199 / night

(11) 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 $162 / night

$1129 / week

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from $162 / 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

(1) Excellent 

17

Vacation condo in Southwest Gulf Coast

Southwest Gulf Coast / Sanibel Island

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
29 steps to the beach Just a few steps from our English owned luxury apartment and you are on the beach, a short walk from Sanibel's famous fishing pier. You will see small boats, pelicans and dolphins in the bay. Sanibel is famous for its beautiful white sandy shelli …see more

from $272 / night

$1900 - $2068 / week

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from $272 / night

1