Houses Longboat Key

/ Home
/ Vacation Rentals
/ United States
/ Florida
Book with confidence.

Updating...

age 0-16
8479 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

8,479 houses

Why am I receiving these results?

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Freezer Staffed property Trampoline

All filters match

Price per night from

$345

BSV3225 PROMO Luxury 9 Bed 6 Bath in Windsor Island

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

Match: Rental types Freezer Staffed property Trampoline

All filters match

Price per night from

$205

These homes match some but not all of your filters. Clear all filters

Luxury Miami Oasis Villa (Near Beach & Airport)

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$689

Enchanted Hideaway: 20 Min Away from Disney World and Unforgettable Experiences!

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$230

Vacation Rental Near Hard Rock Hollywood

Hollywood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$402

Near Disney, 5 Star Princess Themed Home and Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$660

BEST PARADAISE ORLANDO

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$264

Casa de Cox

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$802

172 VD - Blissful Haven: Serene Retreat

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 40 minutes

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$74

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Freezer, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$172

Paradise On Lake Harris Apt #102

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Staffed property, Freezer, Trampoline

2 of 4 filters match

Price per night from

$214

Paradise On Lake Harris Apt #201

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Staffed property, Freezer, Trampoline

2 of 4 filters match

Price per night from

$202

Comfortable South Miami Getaway

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$345

Lillie's Place

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$287

The Bird's Nest

Tampa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$150

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$177

Luxury upgraded home with lakeview, salt water heated pool 4 Mi from the beach

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$653

Luxury Ranch House w/ Private Tennis Court and Pool

Southwest Ranches house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$1,148

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$287

*9332 SH - Champions Gate Unique Luxury 7BR

Reunion house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 40 minutes

3 of 4 match: Staffed property, Rental types, Freezer, Trampoline

3 of 4 filters match

Price per night from

$378

Paradise On Lake Harris Apt #101

Leesburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Rental types, Staffed property, Freezer, Trampoline

2 of 4 filters match

Price per night from

$239

Paradise On Lake Harris Apt #202

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Staffed property, Freezer, Trampoline

2 of 4 filters match

Price per night from

$225

Paradise On Lake Harris # R.V.

Leesburg caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Rental types, Staffed property, Freezer, Trampoline

2 of 4 filters match

Price per night from

$167

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

2 of 4 match: Rental types, Staffed property, Freezer, Trampoline

2 of 4 filters match

Price per night from

$132

Best Sunrise in Miami..

Miami Lakes house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$345

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$230

Gorgeous 4 Suites DREAM Villa 5 min to Disney

Celebration house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$345

Aloha Oasis- Windsor Island Resort

Reunion house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$320

The Harmony Oaks Homestead - Florida Cottage Rental

Brooksville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 23 minutes

2 of 4 match: Rental types, Staffed property, Freezer, Trampoline

2 of 4 filters match

Price per night from

$206

Park Model with lanai, large deck, block from pool

Venice house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$121

Islamorada Waterfront Paradise Getaway!

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful Romantic Get-Away” We absolutely enjoyed our stay here and would recommend it to others. The owners were very friendly and pleasant, and the apartment was incredibly clean. The tiki hut over the private lagoon was amazing. We kept finding little things all over the apartment while we were there - drinks, books, games, etc. It was a totally wonderful time, and we want to go back!

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$575

Waterfront Paradise in Destination Hudson, FL

Hudson house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$178

Lakefront Hideaway on Private Lake

Auburndale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$259

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$345

Fabulous Villa, Private, Sunny Pool/Spa, Woodland View With No Rear Neighbors

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$214

Beautifully renovated Venetian Bay Townhouse close to Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$167

Lovely townhome near Disney Parks

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$167

Spacious House with Large Pool and Jacuzzi - Enjoy Sunsets in Style

Lely Resort house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Rental types, Freezer, Staffed property

3 of 4 filters match

Price per night from

$287

Viewing 38 of 8,479
rentals in Longboat Key

×

Also consider