Longboat Key Vacation Rentals

Featured

Anna Maria Island - 3Bed 2Bath Home - Private Heated Pool - Walk to Beach

3 Bedrooms
2 Bathrooms
21
US$325 - US$600 / night
(excl. fees & taxes)

Beach Front One Bedroom Condo Paradise. Fully Remodeled September 2021.

1 Bedroom
1 Bathroom
US$199 - US$295 / night
(excl. fees & taxes)

Beach Condo with Pool on Beautiful Gulf of Mexico!

1 Bedroom
1 Bathroom
11
US$168 - US$325 / night
(excl. fees & taxes)

Luxury Home on the Water, Pet Friendly with a Pool

3 Bedrooms
2½ Bathrooms
US$182 - US$988 / night
(excl. fees & taxes)

If You Need Me, Call My Shell Phone

3 Bedrooms
2 Bathrooms
US$199 - US$740 / night
(excl. fees & taxes)

Spacious Condo, 1 huge Bedroom, 2 very comfortable Queen beds.1 Sofa sleeper in the living room. What you see on the first picture is what you get!

1 Bedroom
1 Bathroom
105
US$225 - US$370 / night
(excl. fees & taxes)

Beach Front Condo Paradise. Ground Floor. Studio.

0 Bedroom
1 Bathroom
17
US$170 - US$240 / night
(excl. fees & taxes)

Classic 'Old Style Florida' home in historic Longbeach Village

3 Bedrooms
2 Bathrooms
16
US$143 / night
(excl. fees & taxes)

Mable's Place ~ A Historic "Old" Florida Cottage

2 Bedrooms
2 Bathrooms
US$210 / night
(excl. fees & taxes)

Relax

1 Bedroom
1 Bathroom
122
US$165 - US$300 / night
(excl. fees & taxes)

Bayside Escape- 4 BR Pool Home w/Bay View!

4 Bedrooms
3½ Bathrooms
US$199 - US$285 / night
(excl. fees & taxes)

Amazing Beach front Condo on Anna Maria Island! Views of the Sunset from every room!

3 Bedrooms
2 Bathrooms
36
US$500 / night
(excl. fees & taxes)

Last Minute special

2 Bedrooms
2 Bathrooms
US$356 / night
(excl. fees & taxes)

saltwater pool, hot tub, located 4 miles from beaches

3 Bedrooms
2 Bathrooms
20
US$199 - US$409 / night
(excl. fees & taxes)

Spacious 3 Bedroom, 2 1/2 bath Condo, Steps to the beach! 2 pools, Hot tub & gym

3 Bedrooms
2 Bathrooms
US$350 / night
(excl. fees & taxes)

6 miles from Anna Maria Island Beaches

3 Bedrooms
2 Bathrooms
US$137 - US$185 / night
(excl. fees & taxes)

Private Pool Paradise 4 miles to Beaches Sleeps 10

3 Bedrooms
2 Bathrooms
7
US$275 / night
(excl. fees & taxes)

Sits on the Sand- Gulf Front

1 Bedroom
1½ Bathrooms
US$356 / night
(excl. fees & taxes)

Enjoy Florida's Gulf Coast with Gulf views, a pool, just a mile to Beautiful Anna Maria Island

2 Bedrooms
1 Bathroom
US$150 / night
(excl. fees & taxes)

Your Tropical Paradise Destination

2 Bedrooms
1 Bathroom
29
US$150 / night
(excl. fees & taxes)

🌴 Backyard Wonderland near Anna Maria Island 🐟

4 Bedrooms
2½ Bathrooms
8
US$450 - US$1838 / night
(excl. fees & taxes)
1 – 20 Rentals