Houses Longboat Key

Updating...

age 0-16
963 Results

Relevance

Price: low to high

Price: high to low

Reviews

963 houses

Luxury Resort Sleeps 26!

Palma Sola house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 26

Responds fast! avg. 3 hours 39 minutes

Match: Rental types Freezer Fridge Staffed property

All filters match

Price per night from

$2,289

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Rental types Freezer Fridge Staffed property

All filters match

Price per night from

$149

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Freezer Fridge Staffed property

All filters match

Price per night from

$344

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

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 46 minutes

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

3 of 4 filters match

Price per night from

$194

Buttonwood 442

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$290

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

3 of 4 filters match

Price per night from

$194

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$482

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

3 of 4 filters match

Price per night from

$234

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$240

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$229

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$286

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$430

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

3 of 4 filters match

Price per night from

$284

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$337

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

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

3 of 4 filters match

Price per night from

$209

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$274

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$171

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$377

BEACH RESIDENCES on Siesta, aka The Hyatt – 3 Bed/3 Bath Luxury Penthouse

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$515

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$343

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$435

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$308

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$903

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

3 of 4 filters match

Price per night from

$114

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$184

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$178

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

3 of 4 filters match

Price per night from

$178

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$549

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$549

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$606

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$629

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$755

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$778

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$778

Ten35 Seaside - Island View: Residence 404

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$549

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$950

Viewing 38 of 963
rentals in Longboat Key

×

Also consider