50 Best Florida Vacation rentals on Holiday Lettings - Beach rentals

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47,274 Vacation rentals

(19) Excellent 

30

Vacation condo with indoor pool in Orlando

Central Florida / Orlando

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Modern town-house condo near Disney. Built in July 2014. Main floor: kitchen, living room, queen bedroom with ensuite, & lanai. 2nd floor: Master bedroom (King), 2nd bedroom (twins), 2 bathrooms. Kitchen: fully-equiped, granite counters, SS appliances, table/chairs …see more

from $95 / night

$625 / week

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Responds fast!
avg. 3 hours 25 minutes

from $95 / night

(23) Excellent 

Certificate of Excellence

48

Vacation villa with swimming pool, golf nearby in Davenport

Davenport / Lake Davenport

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A superb 5-Bedroom, 3.5 Bathroom Executive Pool Home with Games Room (completely redecorated and carpeted Dec'18). The ideal location for a fun family vacation. Just 15 minutes from Disney & 25 minutes from Universal Resort and Seaworld. Free Wi Fi , Cable TV, Free Lo …see more

Certificate of Excellence

from $109 / night

$734 - $1,047 / week

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Responds fast!
avg. 58 minutes

from $109 / night

(19) Excellent 

30

Kissimmee Vacation villa rental

Kissimmee / Windsor Palms

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Windsor Palms is a fabulous resort style community and has all the facilities that you would expect from its 5 star status all completely free when you stay at Disney Paradise. It is one of the closest communities to Disney located along Formosa Gardens Boulevard just …see more

from $123 / night

$894 - $957 / week

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avg. 3 hours 45 minutes

from $123 / night

(47) Excellent 

63

Villa rental in Orlando

Orlando / Westridge

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is in Davenport, about 20 minutes drive from the major theme parks – Disney, Universal, Sea World, etc – and backs on to the beautiful Florida nature reserve. The villa is modern and beautifully furnished, providing a spacious and luxurious base for your Flori …see more

from $128 / night

$829 - $874 / week

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avg. 3 hours 31 minutes

from $128 / night

(28) Excellent 

32

Davenport Vacation villa rental

Davenport / Marbella Resort

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Situated in a gated community in a peaceful location in Davenport, the Villa benefits from its own private pool & jacuzzi, the pool has shallow end perfect for the children. The villa consists of one twin, one double and two master queen suites, both with en-suites idea …see more

from $92 / night

$638 - $702 / week

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avg. 1 hour 37 minutes

from $92 / night

(29) Very Good 

22

Vacation villa in Kissimmee

Kissimmee / Kissimmee City

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
A 3 bedroomed villa which sleeps 6. Approximately 3 miles Disney. Own screened swimming pool with large decking area with gas barbecue with patio furniture and loungers. The villa inside is decorated with blinds and window pelmets. TV' with cable, VCR and a Music Cen …see more

from $76 / night

$447 - $594 / week

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from $76 / night

(28) Excellent 

21

Vacation villa with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A beautiful lakeside American Villa with a private pool with wonderful views of the lake, wildlife and woodland area. No back-to-back villas here!. Thousands of £'s spent recently on upgrading the villa with new facilities. The Villa is Located just off Poinciana …see more

from $82 / night

$574 / week

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from $82 / night

(2) Excellent 

25

Villa rental in Orlando

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautifully furnished executive home on gated community near Disney. Welcome to our beautiful Orlando villa set in a gated community within a quiet Cul-de-Sac. 10 minutes from Disney with Championsgate golf, shopping and restaurants nearby. Just up the 27 is a Walmart f …see more

from $119 / night

$829 - $1,295 / week

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from $119 / night

(31) Excellent 

24

Vacation villa in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

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

from $102 / night

$618 - $781 / week

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avg. 3 hours 50 minutes

from $102 / night

(1) Excellent 

20

Villa accommodation in Orlando

Central Florida / Orlando

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Highgate Villa is a LUXURY villa. We have a large corner lot with true conservation views so there is nobody overlooking you. The sunny south west facing extended pool, spa and deck with conservation views, really offer a tranquil and private place to relax after a day …see more

from $175 / night

$1,200 / week

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from $175 / night

(28) Very Good 

26

Vacation villa in Kissimmee

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury 3 bed 2 bath villa can sleep 8. Large 30ft fully heated secluded pool. Only 20 minutes from Orlando airport & 30 minutes from theme parks & 1 hour from Kenedy space centre & cocoa beach. Also 1 hour from Bush Gardens & Clearwater beach to the west coast. Surounde …see more

from $83 / night

$575 - $1,021 / week

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from $83 / night

(38) Very Good 

56

Vacation villa with shared pool in Orlando

Orlando / Sunrise Lakes

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Our luxury Florida vacation rental villa has been designed and furnished to the highest standard to give guests the luxurious holiday they deserve. It has a 28' heated pool with a lake view. We provide free phone calls (US/Canada) so you can tell everyone what a wonderf …see more

from $135 / night

$910 - $1,225 / week

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avg. 3 hours 42 minutes

from $135 / night

(29) Excellent 

21

Davenport Vacation villa rental

Davenport / West Stonebridge

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunshine Villa is located just off the highway 27 in Davenport. Quiet and peaceful, yet only fifteen minutes from the parks and attractions. It is just 5 minutes from many championship golf courses. Supermarkets, restaurants, shopping malls and bank facilities are just …see more

from $90 / night

$575 - $702 / week

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avg. 2 hours 22 minutes

from $90 / night

(15) Very Good 

30

Vacation villa in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Our newly remodeled Villa has about 2,000 sq.ft. Living area with 1,100 sq.ft. Generous pool area. You will be love the heated pool with the separate Scandinavian style SPA (Jacuzzi). Within only 3 minutes by boat you’ll reach the high-speed areas on Caloosahatchee Rive …see more

from $140 / night

$980 - $1,275 / week

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from $140 / night

(21) Excellent 

28

Kissimmee Vacation villa rental

Kissimmee / Veranda Palms

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 75 mi
  • Swimming pool
The property is a spacious 4 bedroom, 3 bathroom villa with a private, 30ft pool. It is ideally located close to the US192 with its many shops and restaurants and only 10 mins from Walt Disney World whilst Sea World and Universal Studios are within 25 mins. Florida's fa …see more

from $122 / night

$829 - $1,021 / week

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avg. 3 hours 20 minutes

from $122 / night

(7) Excellent 

15

Davenport Vacation villa rental

Davenport / Sandy Ridge

5 8 min stay varies

  • 5 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa provides you with the perfect base to enjoy a dream holiday in Florida. After the excitment of the theme parks the villa is ideally located to enjoy the more relaxing activities of golf, fishing, horse riding or shopping. The villa is close to the Champions G …see more

from $105 / night

$734 - $912 / week

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from $105 / night

(11) Very Good 

Certificate of Excellence

29

Vacation home with swimming pool in Orlando

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Oak Island Cove is located just 2 miles from Disney, LOCATION LOCATION. Oak Island Cove is within walking distance of local amenities. REFURBISHED TO A VERY HIGH STANDARD in November 2014 this 4 bed 3 bath villa with private South East facing pool/spa with landscaped ga …see more

Certificate of Excellence

from $133 / night

$929 - $1,659 / week

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from $133 / night

(20) Excellent 

34

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Ashland Palms – A truly luxurious and spacious executive 4 Bedroom, 3 Bathroom villa in an ideal location to enjoy the many superb Orlando attractions as well as a tranquil haven where you can relax in the south facing pool & spa in the glorious Florida Sun. …see more

from $134 / night

$861 - $1,053 / week

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from $134 / night

(23) Excellent 

22

Vacation villa with golf nearby in Haines City

Haines City / Southern Dunes

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Our Villa is located in the beautiful gated community of Southern Dunes overlooking the 3rd green of one of Florida's top rated Golf course's. It has a king-size Master Bedroom with En-suite & 2 Twin Bedrooms with separate bathroom upstairs. Queen Bedroom - with p …see more

from $99 / night

$689 - $734 / week

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from $99 / night

(18) Excellent 

18

Kissimmee Vacation villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our villa is south west facing, so when you have had a busy day at the theme parks you can relax with a bbq around the pool, with its covered lania & ceiling fan to watch the sun go down. We have a fully fitted Games room,with pool table, foosball, dart board,Xbox, Wi …see more

from $115 / night

$632 - $2,291 / week

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from $115 / night

(30) Excellent 

33

Villa accommodation in Kissimmee

Kissimmee / Cumbrian Lakes

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Our villa is situated just 10 minutes from Disney and all its attractions and 5 minutes to shops and restaurants. Private heated pool fully screened and safety fence. Open plan lounge and formal dining area Fully fitted kitchen making preparing meals and snack …see more

from $102 / night

$625 - $829 / week

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avg. 1 hour 7 minutes

from $102 / night

(32) Excellent 

22

Vacation villa with swimming pool in Kissimmee

Kissimmee / Bellavida Resort

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The villa benefits from its own private pool, with a shallow end perfect for the children. Leading from the living room is a spacious patio with stunning conservation views, furnished with a table and chairs to enable you to dine al fresco. The villa is …see more

from $134 / night

$810 - $1,053 / week

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from $134 / night

(49) Excellent 

91

Vacation villa in Kissimmee

Kissimmee / Westside

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Nearest beach 96 mi
  • Swimming pool
  • Child friendly
La Bella Vita is our newly refurbished Italian-style villa featuring 4 luxury bedrooms and 3.5 bathrooms in the highly desirable Westside community of Calabria and West Tuscany. A perfect location for your family vacation to Disney. It is situated in Kissimmee and jus …see more

from $135 / night

$935 - $1,150 / week

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avg. 1 hour 7 minutes

from $135 / night

11

Miami Shores Vacation apartment rental

Florida / Miami Shores

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Car not necessary
Large Master Bedroom Suite in our Condo with your own private Entrance. From your comfortable KING size Bed Or Chaise Lounge, you’ll see amazing Views of Miami and the Beaches. Play tennis on one of our courts, or relax in our Bayside Fresh Water Pool when you are not e …see more

from $75 / night

$475 - $575 / week

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from $75 / night

(26) Excellent 

18

Vacation home rental

Lake County / Clermont

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Nearest beach 92 mi
  • Swimming pool
  • Child friendly
Small, detached "House 99" on one floor, Mediterranean roofing. Located between Clermont and Groveland, quiet, sunny position in the countryside, by the lake, by the canal. Great view from the house on the lake, on the garden with its palm trees, oaks and relaxing view …see more

from $135 / night

$820 - $1,040 / week

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avg. 1 hour 29 minutes

from $135 / night

(30) Excellent 

37

Vacation villa rental

Kissimmee / Veranda Palms

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
Stunning four bedroom holiday home with private pool ideally located on Veranda Palms Resort. 4 bedroom, 3 bathroom villa is situated on the impressive Veranda Palms Resort in Orlando. The resort is set in a sprawling conservation area with beautiful lakes and woodla …see more

from $139 / night

$986 / week

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Responds fast!
avg. 44 minutes

from $139 / night

(20) Excellent 

23

Vacation villa in Fort Myers

Fort Myers / South Fort Myers

3 6 7 nights min

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

from $121 / night

$842 - $881 / week

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Responds fast!
avg. 3 hours 45 minutes

from $121 / night

(22) Excellent 

33

Vacation villa rental

Davenport / The Manors North at Westridge

5 11 7 nights min

  • 5 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This large modern detached villa is fully air conditioned it has 5 bedrooms( 2 queen beds 1 full size double) and (2x twin bedrooms) One baby cot and one new playpen. The private heated(solar panels fitted) swimming pool is fully screened. There's a big patio area la …see more

from $124 / night

$865 / week

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from $124 / night

14

Home accommodation in Florida

Florida / Georgetown

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 45 mi
  • Child friendly
  • Air conditioning
House On River This riverfront home provides a year round pleasurable and relaxing experience. No matter what time of the year you arrive or the length of your stay, there is always plenty of activities on the water. One of the main activities on the river is fishing. T …see more

from $175 / night

$1,100 - $1,170 / week

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from $175 / night

(14) Very Good 

28

Villa rental in Naples with golf nearby

Naples / Lely Resort

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • 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 $215 / night

$1,500 / week

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from $215 / night

(12) Excellent 

18

Vacation villa accommodation

Central Florida / Davenport

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
They say that the magic begins when you first step into disney.But the magic really begins when you step into this beautiful villa with the 2 disney themed bedrooms (mickey mouse & buzz lightyear) you will know that the magic has already begun.This beautiful villa is fu …see more

from $106 / night

$742 / week

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Responds fast!
avg. 1 hour 26 minutes

from $106 / night

(12) Excellent 

16

Vacation townhouse with shared pool in Davenport

Davenport / Legacy Park

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful new spacious family sized 2 bed townhouse,located on the legacy park estates at davenport,the house is fully air conditioned. Master bedroom has large en suite with walk in shower,king size bed and large walk in wardrobe .Bedroom 2 has a good size en suite wit …see more

from $83 / night

$370 - $409 / week

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from $83 / night

(9) Excellent 

Certificate of Excellence

32

Vacation home with golf nearby in Orlando

Central Florida / Orlando

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly
Only 15 minutes from Magic Kingdom's main gate, Citrus Palms at Sunrise Lakes is a luxurious, 6 bedroom, 3 bathroom, two-story villa. It enjoys wonderful lake views from the private, south-facing, 30-foot by 15-foot pool and spa, screened with shrubs and tropical plants …see more

Certificate of Excellence

from $159 / night

$1,099 - $1,699 / week

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Responds fast!
avg. 3 hours 39 minutes

from $159 / night

(92) Excellent 

Certificate of Excellence

25

Vacation villa in Kissimmee

Kissimmee / Bass Lakes Estate

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
RATED EXCELLENT on Trip Advisor with 88 reviews and Certificate of Excellence 2017. Orlando Florida is the perfect holiday destination for all ages with sunshine all year round. It hosts the world's greatest theme parks and most, including Disney World, are very conveni …see more

Certificate of Excellence

from $90 / night

$619 - $766 / week

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Responds fast!
avg. 1 hour 47 minutes

from $90 / night

(2) Excellent 

19

Vacation apartment in Sarasota

Southwest Gulf Coast / Sarasota

3 6 7 nights min

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

from $81 / night

$562 / week

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from $81 / night

(3) Good 

12

Kissimmee Vacation townhouse rental

Kissimmee / Terra Verde Resort

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
This home is located on the well sought after Terra Verde resort with guarded entry and Clubhouse facilities. The 3 bed townhome is situated in a quiet cul de sac. It has its own Hot Tub and, as it backs on to conservation, the patio area is very private. It also has th …see more

from $77 / night

$491 / week

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from $77 / 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

(18) Very Good 

21

Vacation apartment with shared pool in Miami Beach

Florida / Miami Beach

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
+ SOFA FOR A CHILD INTO THE SAME ROOM !!! IT'S A STUDIO !!! ON OCEAN DRIVE, SOUTH FIFTH STREET !!!!!!!THE MUST....DIRECTLY ON THE BEACH !!!!! A GREAT DEAL !!!!!!! VERY REASONABLE PRICE/ LOCATION!!! WIFI , CABLE, DVD, TV, AIR COND. INCLUDED. NEAR ALL ACTIVITIES, NI …see more

from $86 / night

$598 / week

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from $86 / night

(17) Excellent 

18

Vacation villa in Davenport

Davenport / Tuscan Hills

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our stunning, spacious, luxury villa on the prestigious gated resort of Tuscan Hills. Beautifully furnished throughout, the villa comes complete with all the facilities you would expect from a Disney dream holiday, including a full games room, high spe …see more

from $115 / night

$804 - $893 / week

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from $115 / night

22

Vacation home in Davenport

Central Florida / Davenport

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful 4 bed /3 full bath - Private screened swimming pool - Gated Community The Manors @ Westridge - Club House - Tastefully furnished - Cable TV - Fully appointed kitchen - All linen and towels - FREE Internet - Cultured marble tub in master bathroom - Located jus …see more

from $105 / night

$735 / week

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from $105 / night