Longboat Key Vacation Rentals
Craig House with Heated Pool
2 Bedrooms
2 Bathrooms
4.8
105 reviews$160 - $195 / night
(excl. fees & taxes)
Featured
Beach, Bay, Food, Fun - 2BD/2BA
2 Bedrooms
2 Bathrooms
4.67
9 reviews$174 - $195 / night
(excl. fees & taxes)
Featured
Bayfront Newly Renovated dog friendly home with a heated pool, a spa, and a boat dock.
5 Bedrooms
6 Bathrooms
$860 / night
(excl. fees & taxes)
Peaceful and Serene
1 Bedroom
1 Bathroom
5
11 reviews$225 - $300 / night
(excl. fees & taxes)
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)
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
4.84
188 reviews$229 - $390 / night
(excl. fees & taxes)
Beach Front Condo Paradise. Ground Floor. Studio.
0 Bedroom
1 Bathroom
4.74
88 reviews$198 - $275 / night
(excl. fees & taxes)
Beach Front One Bedroom Condo Paradise. Fully Remodeled.
1 Bedroom
1 Bathroom
4.88
73 reviews$138 - $340 / night
(excl. fees & taxes)
Kick Back and Relax
0 Bedroom
1 Bathroom
4.98
122 reviews$225 - $275 / night
(excl. fees & taxes)
Anna Maria Island Direct Beach/ Gulf Views
2 Bedrooms
1 Bathroom
$450 - $1035 / night
(excl. fees & taxes)
Almost Beachfront, private pool/spa backyard oasis, Gulf views!
3 Bedrooms
3 Bathrooms
$1000 - $1300 / night
(excl. fees & taxes)
Heated Pool/Walk to Anna Maria Beaches/Restaurants
3 Bedrooms
3 Bathrooms
$658 - $900 / night
(excl. fees & taxes)
Dans Florida Condos Sandy Slippers at Runaway Bay
2 Bedrooms
2 Bathrooms
$295 / night
(excl. fees & taxes)
Dans Florida Condos Sea Esta at Runaway Bay
1 Bedroom
1 Bathroom
$214 / night
(excl. fees & taxes)
Dans Florida Condos Dolphin Bay at Runaway Bay
2 Bedrooms
2 Bathrooms
$314 / night
(excl. fees & taxes)
Dans Florida Condos Ocean Pearl at Runaway Bay
2 Bedrooms
2 Bathrooms
$278 / night
(excl. fees & taxes)
Dans Florida Condos Sea Dream at Runaway Bay
2 Bedrooms
2 Bathrooms
$257 / night
(excl. fees & taxes)
6 miles from Anna Maria Island Beaches
3 Bedrooms
2 Bathrooms
$170 / night
(excl. fees & taxes)
Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
3 Bedrooms
2 Bathrooms
5
50 reviews$400 - $575 / night
(excl. fees & taxes)
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 - $365 / night
(excl. fees & taxes)
Prime location+Private HTD Saltwater Pool+Spacious Master Suite w/private pool access. New Furniture, Appliances, Quartz Countertops, Travertine Patio
4 Bedrooms
2 Bathrooms
5
12 reviews$289 - $849 / night
(excl. fees & taxes)
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 - $1043 / night
(excl. fees & taxes)
Tropical pool home w/ outdoor TV & living space!
3 Bedrooms
2 Bathrooms
5
35 reviews$226 - $1183 / night
(excl. fees & taxes)
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