Longboat Key Vacation Rentals

Icon
Special offer
Icon
St Pete Beachside Condo
Icon

St Pete Beachside Condo

1 Bedroom
1 Bathroom
5IconIconIconIconIcon
3 reviews
$155 / night (excl. fees & taxes)
Icon
Icon
Tropical Beach Condo!
Icon

Peaceful and Serene

1 Bedroom
1 Bathroom
5IconIconIconIconIcon
11 reviews
$275 - $300 / night (excl. fees & taxes)
Icon
Icon
Gulf-to-Bay Living on Longboat Key
Icon

Waterfront condo paradise. Island living. Ground floor. 2 Bd, 2 Ba. Private harbour community, 4 heated pools, Gulf-front pavilion.

2 Bedrooms
2 Bathrooms
$180 / night (excl. fees & taxes)
Icon
Icon
Panoramic Gulf View with Amazing Sunset.
Icon

Spacious Condo, 1 huge Bedroom, 2 very comfortable Queen beds. One Sofa sleeper in the living room. What you see is what you get to view every day.

1 Bedroom
1 Bathroom
4.84IconIconIconIconIcon
188 reviews
$155 - $390 / night (excl. fees & taxes)
Icon
Icon
Turtle Crawl Inn 64
Icon

Beach Front One Bedroom Condo Paradise. Fully Remodeled.

1 Bedroom
1 Bathroom
4.88IconIconIconIconIcon
73 reviews
$180 - $320 / night (excl. fees & taxes)
Icon
Icon
Turtle Crawl Inn 63
Icon

Beach Front Condo Paradise. Ground Floor. Studio.

0 Bedroom
1 Bathroom
4.74IconIconIconIconIcon
88 reviews
$179 - $285 / night (excl. fees & taxes)
Icon
Icon
Condo with a View on Longboat Key
Icon

Kick Back and Relax

0 Bedroom
1 Bathroom
4.98IconIconIconIconIcon
122 reviews
$275 / night (excl. fees & taxes)
Icon
Icon
Icon
The Surof House
Icon

Anna Maria Island Direct Beach/ Gulf Views

2 Bedrooms
1 Bathroom
$480 - $1035 / night (excl. fees & taxes)
Icon
Icon
Condo 6 miles from breathtaking Anna Maria Island
Icon

2 bedroom, 2 bath, sleeps 6. Under 6 miles from the breathtaking Anna Maria Island beaches

2 Bedrooms
2 Bathrooms
$67 / night (excl. fees & taxes)
Icon
Icon
Icon
Making Waves
Icon

Heated Pool/Walk to Anna Maria Beaches/Restaurants

3 Bedrooms
3 Bathrooms
$700 - $1100 / night (excl. fees & taxes)
Icon
Icon
Welcome to Paradise
Icon

6 miles from Anna Maria Island Beaches

3 Bedrooms
2 Bathrooms
$170 / night (excl. fees & taxes)
Icon
Icon
Icon
Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
Icon

Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
50 reviews
$500 - $700 / night (excl. fees & taxes)
Icon
Icon
Bradenton Boho Bungalow
Icon

NO CLEANING FEE-Heated Pool-Completely Remodeled-King Beds-Close to IMG, restaurants & beaches-2GB Fiber Internet-10% off 7+ nights

3 Bedrooms
2 Bathrooms
$300 - $375 / night (excl. fees & taxes)
Icon
Icon
Cozy Outdoor Livingl+Private Yard+AMI in 5 Miles!
Icon

Prime location+Private HTD Saltwater Pool+Spacious Master Suite w/private pool access. New Furniture, Appliances, Quartz Countertops, Travertine Patio

4 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
33 reviews
$234 - $834 / night (excl. fees & taxes)
Icon
Icon
Icon
First Responder•Displaced Home Owners•Pool/Hot Tub
Icon

⁕New! 4 BR, Heated Pool/Hot Tub, Arcade/15 MIN Anna Maria Island Beach

4 Bedrooms
2 Bathrooms
4.8IconIconIconIconIcon
15 reviews
$157 - $1155 / night (excl. fees & taxes)
Icon
Icon
Sunny Retreat Near AMI, IMG, Beaches-Pet Friendly
Icon

Sunny Retreat Near AMI Beaches & Manatee River - Pet Friendly

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
15 reviews
$225 / night (excl. fees & taxes)
Icon
Icon
Palma Rosa
Icon

Tropical paradise w/ large pool & outdoor TV!

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
41 reviews
$195 - $833 / night (excl. fees & taxes)
Icon
Icon
2 Neighboring Homes with Pools! Close to AMI/IMG!
Icon

Rent 2 homes right next to each other! Perfect for multiple families and friends. Both homes are 3BR/2 bath with pools.

6 Bedrooms
4 Bathrooms
$798 / night (excl. fees & taxes)
Icon
Icon
Palma Janoli
Icon

NEW saltwater pool/spa! Amazing outdoor space!

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
41 reviews
$246 - $895 / night (excl. fees & taxes)
Icon
Icon
New! Salt Pool + Hot Tub + Anna Maria Beaches!
Icon

New! Salt Pool + Hot Tub + Anna Maria Beaches!

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
3 reviews
$300 - $525 / night (excl. fees & taxes)
Icon
Icon
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Icon

Updated two stories home with private pool, pool table, ping pong table and games. Only 5 miles to Anna Maria Island and 23 miles to Siesta Key.

4 Bedrooms
3 Bathrooms
5IconIconIconIconIcon
22 reviews
$475 - $629 / night (excl. fees & taxes)
    1 – 20 Rentals