50 Best Florida Vacation rentals on Holiday Lettings - Beach rentals

Close

View larger map

Also consider

Vacation rentals Central Florida
15,654 properties
Vacation rentals Florida Panhandle
6,450 properties
Southwest Gulf Coast
4,048 properties
Broward County
1,373 properties
Vacation rentals Florida Keys
959 properties
Vacation rentals Miami Beach
958 properties
Vacation rentals Anna Maria Island
825 properties
Apartments Miami
666 properties
Beach rentals Clearwater
482 properties
Beach rentals Siesta Key
385 properties
Brevard County
360 properties
Condos Sunny Isles Beach
341 properties
Condos Treasure Island
320 properties
Condos Daytona Beach
279 properties
Vacation rentals New Smyrna Beach
253 properties
Vacation rentals Amelia Island
238 properties
Beach rentals St. Augustine
233 properties
Loughman
225 properties
Condos Madeira Beach
183 properties
Apartments The Villages
173 properties

Florida

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

37,103 Vacation rentals

(40) Very Good 

37

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
Affordable comfortable home just ten minutes from Disney. Ideally situated in phase 1 of the resort our home is just a hop skip and a jump away from the fantastic water complex ,clubhouse and restaurant and is extremely popular with repeat guests , some who have …see more

from $120 / night

$800 - $980 / week

Book View

from $120 / night

(56) Excellent 

77

Vacation villa in Orlando

Orlando / Orange Tree

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
''Sunny Days" Villa is the perfect place to wake each day. Open the doors from your master bedroom, step out on to the pool deck and breathe in the fresh scent of orange blossom.This four bedroom, three bathroom, luxury villa which sleeps eight people is very much a ho …see more

from $129 / night

$903 - $1168 / week

Book View

from $129 / night

(26) Excellent 

24

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The Isles at Cay Commons will entice you with its Tuscan themed condominiums conveniently located less than a mile from International Drive and the Orlando Convention Centre, with the I4 less than 5 minutes drive. You are truly in the “Heart of Orlando” when you stay at …see more

from $86 / night

$596 - $651 / week

Book View

from $86 / night

(5) Excellent 

24

Haines City Vacation villa rental

Haines City / Calabay Parc at Tower Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Magicvillaorlando is situated on the secure gated community of Calabay Parc at Tower Lake.The Villa has four bedrooms, 2 of which have a king size bed,1 of which as a double size bed, 1 of which as 2 single beds.All four bedrooms have en suite bathrooms.The villa as a l …see more

from $102 / night

$710 - $1032 / week

Book View

from $102 / night

(15) Excellent 

24

Davenport Vacation home rental

Davenport / Regal Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
REDUCED REPORT FEE FOR BOOKINGS OF 30 DAYS AND OVER DURING OCTOBER-MARCH We fell in love with Regal Palms as soon as we saw the magnificent lazy river, 2 heated pools, waterslide, jacuzzi, sauna, steamroom and fitness centre. Our son did test out the lazy river, waters …see more

from $82 / night

$574 / week

Book View

from $82 / night

(3) Excellent 

45

Old Town Vacation townhouse rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
4 Bedrooms / 3 bathrooms - ground floor comprising covered entrance porch, entrance foyer, kitchen, dining area, great room, covered terrace, ground floor double bedroom with bathroom. Stairs leading to - First floor comprising master bedroom with walk in wardrobes and …see more

from $78 / night

$542 - $813 / week

Book View

from $78 / night

(23) Very Good 

22

Villa rental in Orlando

Central Florida / Orlando

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
The villa is a large two story 5 bedroom, 3.5 bathroom luxury villa with high vaulted ceilings in the main living area, fully air conditioned and/or heated throughout. All rooms have ceiling fans, and the villa has a large screened deck and swimming pool area, multiple …see more

from $177 / night

$1239 / week

Book View

from $177 / night

(16) Excellent 

15

Orlando Vacation villa rental

Central Florida / Orlando

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our 5 bedroom, 3-bathroom villa was built in July 2004 and is located in the Silver Creek Community. Quietly situated in a new tranquil development off Highway 27 just 1-mile from the interchange at Highway 192, the villa is ideally situated for the areas many theme par …see more

from $102 / night

$710 - $878 / week

Book View

from $102 / night

(9) Excellent 

25

Vacation villa in Davenport

Davenport / Lake Wilson Preserve

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Our luxury 4 bedroomed villa was built in 2005 and remains in excellent condition. It is a wonderful location being close to Disney, Shopping Malls, Restaurants and all of the Orlando attractions. The villa has a beautiful south west facing pool area with 4 loungers a …see more

from $104 / night

$723 - $903 / week

Inquire View

from $104 / night

(9) Very Good 

36

Haines City Vacation villa rental

Haines City / Southern Dunes

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedroom, 3 bathroom luxury villa with private pool and games room located on Southern Dunes golf course. Southern Dunes is a gated community located South of Orlando on Highway 27. Community amenities include a large public swimming pool and tennis courts, plus a cham …see more

from $80 / night

$544 / week

Book View

from $80 / night

(19) Excellent 

24

Holiday villa rental with swimming pool

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 130 mi
  • Swimming pool
SEE OUR UPDATED IMPRESSIVE GUEST BOOK REVIEWS !! RELAX- The home is fully air-conditioned throughout with sliding patio doors to the private pool area from the lounge and master bedroom too! With a well-appointed dining room, living room, large family room, g …see more

from $85 / night

$700 - $900 / week

Book View

from $85 / night

(9) Excellent 

28

Vacation villa in Kissimmee

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fabulous 5 Bed/5 Bath Executive Villa with Games Room can easily accommodate 10 guests in absolute comfort. Fully air conditioned and with the added luxury of ceiling fans in all rooms the property offers total privacy and space to relax and enjoy your holiday of a …see more

from $168 / night

$1174 - $1548 / week

Book View

from $168 / night

(5) Very Good 

38

Vacation bungalow in Davenport

Central Florida / Davenport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 70 mi
  • Swimming pool
This fully equipped Executive detached pool villa has 4 bedrooms, 3 baths, open plan great room with dining area kitchen and breakfast nook. The pool and jacuzzi have large deck area with a fan. The property offers two double en suite bedrooms and two twin bedrooms. Gam …see more

from $64 / night

$512 - $704 / week

Book View

from $64 / night

(16) Excellent 

42

Palm Harbor Vacation apartment rental

Florida / Palm Harbor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Ideally located on Florida's Gulf Coast just minutes from many of America’s best beaches. The apartments are situated on the shores of beautiful Lake Tarpon, just north of Clearwater. The big and exciting city of Tampa together with its International Airport is just 30 …see more

from $91 / night

$510 / week

Book View

from $91 / night

(17) Excellent 

22

Vacation villa with golf nearby in Rotonda West

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

Book View

from $85 / night

(2) Excellent 

37

Vacation villa with golf nearby in Davenport

Central Florida / Davenport

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Living Room The lounge area is a large and comfortable area which consists of 3 seater and a 2 seater sofa along with chair and pedestal. Patio doors to the poolside and for entertainment there's a huge Cinema Surround LCD TV with dvd player, Hifi radio and cd playe …see more

from $77 / night

$488 - $620 / week

Book View

from $77 / night

(4) Excellent 

13

Orlando Vacation villa rental

Orlando / Westridge

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Set on a private raised plot in the secluded and peaceful area known as Westridge, this luxurious villa set well back from Highway 27 is just 15 mins from Disney and the theme parks, has close access to supermarkets and golf courses and has a Southwest facing lanai offe …see more

from $93 / night

$633 / week

Book View

from $93 / night

(4) Very Good 

12

Kissimmee Vacation villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our luxury 4 Bed, 3.5 Bath villa is situated in the exclusive, secure gated community of Cumbrian Lakes. Set in a prime position backing onto a conservation area (over 200 acres) not overlooked, secluded and peaceful. Conveniently situated just off 192 and all …see more

from $110 / night

$795 / week

Book View

from $110 / night

(1) Excellent 

45

Kissimmee Vacation villa accommodation

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
A home from home, the British owners spend as much time as possible in the villa themselves. The villa is situated on a large lot and the private south facing heated pool and jacuzzi back onto a wooded area. Pool heating for cooler months is available for an additional …see more

from $85 / night

$595 - $805 / week

Book View

from $85 / night

(56) Excellent 

60

Villa rental in Kissimmee

Kissimmee / Indian Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury executive home located at the head of a quiet cul-de-sac on Indian Ridge, 10 mins from the Disney Main Gate. The spacious, air-conditioned accommodation (2000sqft) comprises 4 bedrooms (2 doubles, 2 twin "character" rooms), 2 bathrooms (1 en-suite), 2 lounges (o …see more

from $116 / night

$608 - $929 / week

Book View

from $116 / night

(14) Excellent 

24

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 $116 / night

$743 - $992 / week

Inquire View

from $116 / night

(8) Excellent 

21

Vacation villa in Davenport

Davenport / Sandy Ridge

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
There are 2 master bedrooms (both ensuite) and 2 twin bedrooms, which share a family bathroom. All bedrooms have cable TV. The spacious lounge / dining room has a sofa bed, cable TV, DVD, Playstation 2 & Internet access (wifi). The fully fitted kitchen has an oven, micr …see more

from $123 / night

$658 - $697 / week

Book View

from $123 / night

(17) Excellent 

23

Kissimmee Vacation villa rental

Kissimmee / Bellavida Resort

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Brand new Luxury 6 bedroom with 51/2 bath, fully air-conditioned. It is complete with heated pool and spa on an extended screened- deck area with speaker system, and looks directly onto the lake.With a 'state-of -the -art' alarm system giving you complete peace of min …see more

from $193 / night

$1349 - $1929 / week

Book View

from $193 / night

(23) Excellent 

16

Orlando Vacation villa rental

Orlando / Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
With a south and west facing pool you are guaranteed the maximum sunshine available here in sunny Florida, but there is also enough shade if you want to cool down a little. Having two sitting areas, Jasmine Villa has enough room for everyone to be able to lounge in comf …see more

from $126 / night

$813 - $903 / week

Book View

from $126 / night

(3) Very Good 

24

Vacation villa in Kissimmee

Kissimmee / Tuscany, Florida

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This Italian style one storey villa completed in 2008 has 3 bedrooms a family bathroom and shower room. It is located on the sought after Tuscany development and is perfect for a family holiday to Orlando where you can enjoy the wonderful climate and year round sunshin …see more

from $70 / night

$491 - $633 / week

Book View

from $70 / 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

Book View

from $129 / night

(24) Excellent 

46

Vacation villa with swimming pool in Orlando

Orlando / Orange Tree

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our home away from home.... Why not soak up the Florida sunshine poolside, or take a refreshing dip in the private south facing pool! Or if you prefer, unwind beneath the shade of the larger than average lanai (covered patio). After a busy day at the p …see more

from $110 / night

$768 - $1129 / week

Book View

from $110 / night

(12) Excellent 

50

Vacation villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
Our home is a detached four bedroom villa with private pool and Jacuzzi , situated in Weston Hills a quiet residential gated community set in natural surroundings. Weston Hills is located within easy reach of all Orlando's top attractions, ideally situated for a holiday …see more

from $104 / night

$723 / week

Book View

from $104 / night

(44) Excellent 

54

Vacation condo in Davenport

Davenport / Bahama Bay Resort

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
The award-winning Four-Star Bahama Bay Resort near Disney Orlando is a beautiful, Caribbean-style gated, holiday community that boasts a club house, spa, restaurants, and a private beach area to make the perfect holiday. Can be combined with a week on the Gulf Coast in …see more

from $90 / night

$630 - $693 / week

Book View

from $90 / night

(5) Excellent 

30

Vacation villa in Kissimmee

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This villa offers all the comforts of home & is a great base for your Disney vacation. The home comes with free wifi & local calls, cable TV, free parking, full laundry facilities & is fully air conditioned. These are provided for guests at no extra charge. All local …see more

from $165 / night

$1095 - $1500 / week

Book View

from $165 / night

(18) Very Good 

17

Vacation villa in Kissimmee

Kissimmee / Seasons Resort

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to our home on Seasons. It is a St Vincent model built by Park Square Homes and is 2765 Sq. Foot of Executive quality. It is a luxurious 5 Bedroom – 4 Bathroom Villa, which has 2 Master Suites and 3 other Bedrooms - which comfortably sleep 10 with ease, a Privat …see more

from $78 / night

$465 - $903 / week

Book View

from $78 / night

(3) Excellent 

28

Vacation villa in Kissimmee

Kissimmee / Seasons Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This Kissimmee home offers plenty for all the family – from the jungle-themed kids' TV and entertainment space to the wonderful, sparkling pool overlooking the attractive lake. Plus, it has a good location for access to all of Orlando's amusement parks & attractions. It …see more

from $195 / night

$1295 - $2095 / week

Book View

from $195 / night

(8) Excellent 

18

Vacation villa accommodation

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $93 / night

$640 - $769 / week

Book View

from $93 / night

(30) Excellent 

24

Vacation villa in Davenport

Davenport / Legacy Park

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Our home is located in 'The Estates' the most up market area in Legacy park, 3 mins by car to Restaurants, Supermarkets and Pharmacy (plus an Irish Bar and an English bar).Our home includes FREE VERY FAST WIFI, Large SMART TV's & has a west facing POOL & JACUZZI for ho …see more

from $129 / night

$903 - $1334 / week

Book View

from $129 / 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

Book View

from $110 / night

(5) Very Good 

10

Florida Vacation villa rental

Florida / Palm Harbor

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful property, recently refurbished, on quiet residential street. The house comes equipped with everything you could want including a kettle in the kitchen! Master bedroom with king-size bed, walk-in wardrobe and ensuite with a shower. The second bedroom has a quee …see more

from $106 / night

$742 - $807 / week

Book View

from $106 / night

(4) Excellent 

39

Haines City Vacation villa rental

Haines City / Calabay Parc at Tower Lake

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the beautiful, new gated community of Calabay Parc at Tower Lake, Cocoa Villa offers a tranquil location for the entire family to be based during your Orlando vacation. Situated on Highway 27, and close to Interstate 4 (I4), the villa is only 20 minutes from …see more

from $77 / night

$551 - $704 / week

Book View

from $77 / night

(17) Excellent 

16

Vacation bungalow with golf nearby in Haines City

Central Florida / Haines City

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We have owned this villa for three years and use it as our second home. As the property remains empty most of the year we have decided to rent the property whilst not in use. We take great pride in this house which is not simply a villa but a family home from home. …see more

from $104 / night

$723 / week

Book View

from $104 / night

(13) Excellent 

35

Davenport Vacation villa rental

Davenport / Calabay Parc

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Found on Calabay Parc our private 5-bedroom/4.5-bathroom villa is extremely well equipped to a high standard with all the amenities you would expect for your Florida retreat. It is perfect for 2 families, larger groups or simply those who enjoy plenty of space. Along wi …see more

from $162 / night

$1129 - $1355 / week

Book View

from $162 / night

42

Home rental in Havana

Florida Panhandle / Havana

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
Located in the town of Guanabo in East Havana, this independent house/apt is 5 min from the beach. You can spend busy days in the city and relaxing nights at your residence only 25 mins from Havana City. This family friendly home has all the amenities of your own resid …see more

from $46 / night

$320 / week

Book View

from $46 / night

1