Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Longboat Key Vacation Rentals

Longboat Key Vacation Rental Accommodations - Page 1 of 6

Go to page 1 2 3 4 5 6 (1-50 of 274)

Refine Your Search

Search Criteria:

Longboat Key
remove

(remove all)

Find by availability dates:

Bedrooms
- Studio (1)
- 1 bedroom (76)
- 2 bedrooms (154)
- 3 bedrooms (36)
- 4+ bedrooms (7)

Sleeps
- Sleeps 1-4 (137)
- Sleeps 5-8 (131)
- Sleeps 9-12 (5)
- Sleeps 13 or more (1)

Property Type
- apartment rentals (1)
- condo rentals (145)
- cottage rentals (2)
- house rentals (121)
- villa rentals (5)

Things To Do In Longboat Key
- fishing rentals (52)
- golf rentals (56)
- skiing rentals (2)

Vacation Deals
- special deals & offers (3)

Travel Theme
- adventure trips (4)

Sort by:

Show rentals per page

Longboat Key The Perfect Longboat Key Vacation Home!

3 BR/3 BA House (sleeps 8)
$1,860 - $2,530/wk

$5,070 - $6,970/month
per property, accept credit card, Beach, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Longboat Key Luxury gulf front condo, 2 bed/bathrooms, heated pool, tennis court, Free WiFi.

2 BR/2 BA Condo (sleeps 5)
$3,500 - $4,975/month
per property, Beach, Waterfront, Communal Pool, Tennis Court, Terrace, Air Conditioning, Internet, Satellite / Cable, Television

Longboat Key Silver Sands #233

1 BR/1 BA House (sleeps 4)
$135 - $235/nt
per property, Communal Pool, Internet

Longboat Key New Beach Condo with Pool/Gulf views, Short Stays, Specials, Free WiFi!!!

1 BR/1 BA Condo (sleeps 4)
$160 - $195/nt

$910 - $1,750/wk
per property, accept credit card, limited accessibility, wheelchair accessible, Resort, Private Pool, Daily Maid Service, Air Conditioning, Internet

Longboat Key Cedars East #818

2 BR/2 BA, 1 half bath Condo (sleeps 6)
$1,100/wk

$3,200 - $5,700/month
per property, Communal Pool

Longboat Key Beach Castle Resort #15

2 BR/2 BA House (sleeps 6)
$165 - $295/nt

$1,050 - $1,900/wk
per property, Communal Pool, Internet

Longboat Key Islander Club #23N

2 BR/2 BA Condo (sleeps 5)
$5,000 - $5,300/month
per property, Communal Pool, Internet

Longboat Key Beach Castle Resort #27

3 BR/3 BA House (sleeps 7)
$240 - $425/nt

$1,525 - $2,700/wk
per property, Communal Pool, Internet

Longboat Key Beach Castle Resort #22

2 BR/2 BA House (sleeps 6)
$165 - $295/nt

$1,050 - $1,900/wk
per property, Communal Pool, Internet

Longboat Key The Beach on Longboat Key #226

1 BR/1 BA House (sleeps 4)
$155 - $210/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #247

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #244

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #243

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Beach to Bay Home

4 BR/2 BA House (sleeps 8)
$2,300 - $3,300/wk

$6,500 - $8,500/month
per property, Communal Pool, Internet

Longboat Key Gulf Front, luxury condominium - Long Boat Key, FL

2 BR/2 BA Condo (sleeps 5)
$3,000 - $6,000/month
per property, wheelchair accessible, Beach, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Longboat Key Vacation Paradise Waterfront Home walk to beack pool&boat dock

3 BR/2 BA House (sleeps 5) Beach, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Longboat Key Portobello Condo

2 BR/2 BA Condo (sleeps 6)
$4,000/month
per property, Communal Pool, Balcony, Television

Longboat Key Turtle Crawl Inn #204

1 BR/1 BA House (sleeps 6)
$150 - $195/nt
per property, Communal Pool, Internet

Longboat Key The Beach on Longboat Key #227

1 BR/1 BA House (sleeps 5)
$190 - $265/nt
per property, Communal Pool, Internet

Longboat Key The Beach on Longboat Key #101

1 BR/2 BA House (sleeps 6)
$190 - $265/nt
per property, Communal Pool, Internet

Longboat Key Seaside Paradise

2 BR/2 BA, 1 half bath House (sleeps 6)
$1,400 - $1,500/wk

$4,500 - $7,200/month
per property, Internet

Longboat Key Silver Sands #257S

2 BR/2 BA House (sleeps 6)
$230 - $395/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #257

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #256

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #255

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #253S

2 BR/2 BA House (sleeps 6)
$230 - $395/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #251

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #247S

2 BR/2 BA House (sleeps 6)
$230 - $395/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #245S

2 BR/2 BA House (sleeps 6)
$230 - $395/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #245

1 BR/1 BA House (sleeps 4)
$175 - $295/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #237

1 BR/1 BA House (sleeps 2)
$125 - $170/nt
per property, Communal Pool, Internet

Longboat Key Silver Sands #236

1 BR/1 BA House (sleeps 4)
$135 - $235/nt
per property, Communal Pool, Internet

Longboat Key Outrigger #5

1 BR/1 BA Condo (sleeps 4)
$1,000/wk
per property, Communal Pool, Internet

Longboat Key Olson's Paradise

3 BR/2 BA House (sleeps 6)
$1,775 - $2,000/wk

$3,700 - $6,000/month
per property, Communal Pool, pets considered, Internet

Longboat Key Jessmyth Estate

4 BR/4 BA, 1 half bath House (sleeps 8)
$11,000 - $13,500/month
per property, Communal Pool

Longboat Key Covert II #406

2 BR/2 BA Condo (sleeps 4)
$1,100/wk

$2,500 - $4,800/month
per property, Communal Pool, Internet

Longboat Key Cedars East #822

2 BR/2 BA, 1 half bath Condo (sleeps 6)
$1,100/wk

$3,200/month
per property, Communal Pool, pets considered

Longboat Key Cabana Beach Club #4

2 BR/2 BA House (sleeps 6)
$175 - $325/nt
per property, Communal Pool, Internet

Longboat Key Cabana Beach Club #5B

1 BR/1 BA House (sleeps 4)
$105 - $165/nt

$625 - $1,000/wk
per property, Communal Pool

Longboat Key Cabana Beach Club #12

1 BR/1 BA House (sleeps 4)
$115 - $165/nt

$700 - $1,000/wk
per property, Communal Pool, Internet

Longboat Key Cabana Beach Club #11

1 BR/1 BA House (sleeps 4)
$115 - $165/nt

$700 - $1,000/wk
per property, Communal Pool, Internet

Longboat Key Beach Castle Resort #24

1 BR/1 BA House (sleeps 5)
$135 - $235/nt

$875 - $1,500/wk
per property, Communal Pool, Internet

Longboat Key Beach Castle Resort #23

1 BR/1 BA House (sleeps 4)
$135 - $235/nt

$875 - $1,500/wk
per property, Communal Pool, Internet

Longboat Key Beach Castle Resort #21

2 BR/2 BA House (sleeps 6)
$165 - $295/nt

$1,050 - $1,900/wk
per property, Communal Pool, Internet

Longboat Key Beach Castle Resort #18

1 BR/1 BA House (sleeps 4)
$125 - $225/nt

$800 - $1,450/wk
per property, Communal Pool, Internet

Longboat Key Beach Castle Resort #11

2 BR/2 BA House (sleeps 6)
$165 - $295/nt

$1,050 - $1,900/wk
per property, Communal Pool, Internet

Longboat Key Whitney Beach #315

2 BR/2 BA Condo (sleeps 5)
$3,500 - $5,500/month
per property, Communal Pool

Longboat Key Whitney Beach #328

2 BR/2 BA Condo (sleeps 4)
$3,500 - $5,500/month
per property, Communal Pool, Internet

Longboat Key Whitney Beach #322

2 BR/2 BA Condo (sleeps 4)
$3,500/month
per property, Communal Pool, Internet

Longboat Key Whitney Beach #316

2 BR/2 BA Condo (sleeps 4)
$3,500 - $5,500/month
per property, Communal Pool, Internet

Go to page 1 2 3 4 5 6 (1-50 of 274)