Florida 30A Vacation Rentals with Private Pools
44 properties available
Top Reasons to Book the Lovely Home: * Private Pool* Private IN-HOME gym - state of the art equipment - *Must be 18 years to utilize equipment* Less than a mile from the Beach - Gulf View Heights Access* Ping Pong Table* Large Backyard Space* Community Pool, Grills, Covered Picnic Area, and Playground* Quiet Neighborhood, Catch and Release Lake, an
Villa Serene
30A
House
Starting at:
$120.00
/ per night
4
bedrooms
3
Full, 1 Half
8
guests
5
(14 Reviews)
14
Top Reasons to Book Topsail* Private Pool---Hot Tub Overflows into Pool (Pool Heat Required for Hot Tub Heating; Additional $50/night Fee Applies) Please note: the hot tub is a heated soaking spa and does not have jets.* 4 Bikes Included* Golf Cart Included* Pet Friendly (Add'l $250, Max 2 dogs)* Window's Peak Overlooking the Water* Near Redfish Vi
Topsail
30A
House
Starting at:
$195.00
/ per night
6
bedrooms
4
Full
14
guests
5
(4 Reviews)
4
Top Reasons to Book this Beautiful Home! * Recently Updated 2026!* Beautiful Private Pool Oasis* 4 Fun Bikes Included* Only 704 Yards to the Beach – Easy 5-Minute Walk to Ed Walline Regional Beach Access* Private, Fenced-in Back Yard and Covered Patio* Snorkel the Seahorse Reef-more info under Area Attractions below* Professionally Managed; 24/7 Se
Blue Fish Bungalow
30A
House
Starting at:
$325.00
/ per night
4
bedrooms
4
Full, 1 Half
10
guests
5
(26 Reviews)
26
Top Reasons to Book this Fabulous Coastal Retreat!* Main House + Private Carriage House – Enjoy two separate living spaces for added privacy and flexibility* Steps from Rosemary Beach and 30A * Private Pool and Two Outdoor Courtyards – Relax poolside, lounge in the sunshine, grill, or dine outdoors* Pool Can Be Heated (additional fee)* 6 Compliment
Stepping Stone
30A
House
Starting at:
$925.00
/ per night
5
bedrooms
5
Full, 1 Half
14
guests
New Property!
Top Reasons to book this Gorgeous home: * Newly Remodeled!* Gulf Views from the Huge Balcony * Beach Access right across the street * Private fenced in Pool (Heated for $43/nt)* 6 Fun Pug Bikes Included!* Snorkel the Sea Turtle Reef-more info under Area Attractions below* 5 Bedrooms and 2 Living Rooms * Large Gulf Facing Patio and Balcony * 1.2 mil
Kiwi Grove
30A
House
Starting at:
$500.00
/ per night
5
bedrooms
5
Full
16
guests
5
(40 Reviews)
40
Top Reasons to Book this Fabulous Beach Home!* Private Heated Pool and Hot Tub* Pet Friendly (add'l $250 fee, 1 pet under 15lbs)* Elevator – Easy access across all levels of the home* Close to the Beach – Easy access via the Lupine Beach Neighborhood Beach Walkover. Please Note: Beach access is via the Lupine Beach Neighborhood Beach Walkover. The
Coral Cay
30A
House
Starting at:
$500.00
/ per night
8
bedrooms
8
Full, 2 Half
21
guests
New Property!
Top Reasons to Book this Fabulous Townhome! * Private Walk to Beach Access* Private Pool - Heated for add'l $50/nt* 6 Fun Pug Bikes ( addition fee $168) * FREE Seasonal Beach Service - 4 Chairs and 2 Umbrellas (March 1-Oct 31)* Perfect location that's walking distance to restaurants and a bike-ride away from Seaside* Gated Path to the Beach is shar
Rays on 30A
30A
House
Starting at:
$1,143.00
/ per night
5
bedrooms
4
Full
16
guests
5
(5 Reviews)
5
Why Guests Love This Home• Private pool + spa — rare in Seaside Proper• 60 yards to Tupelo Street Pavilion private beach access• Access to Seaside amenities, including pools, tennis, pickleball, and fitness center• Designer interiors and high-end furnishings• Rooftop sitting area with Gulf views• Elevator (Main House)• Multiple living spaces—ideal
Sea La Vie Seaside
30A
House
Starting at:
$725.00
/ per night
6
bedrooms
6
Full, 2 Half
14
guests
5
(1 Reviews)
1
Top Reasons to Book The Nautilus:  * Private Plunge Pool w/Fountain and Carriage House (Pool can be heated for $50/day.)* EV charging available* 4-seater Golf Cart included! (Please note: a $500 refundable deposit is required.)* 4 bikes included! * Incredible Master Suite, and an Observation Deck w/peekaboo View of Gulf and Puttering Park* All who
The Nautilus
30A
House
Starting at:
$500.00
/ per night
5
bedrooms
4
Full, 2 Half
12
guests
5
(40 Reviews)
40
Top Reasons to Book this Lovely Home:* Private Pool (Heating for additional fee $50/night)* Pet Friendly (Nonrefundable $250 deposit required)* 4 Fun Pug Bikes Included!* Spacious, Private, and Relaxing Outdoor Space * Less than 1 mile to Gulf View Heights Beach Access* Professionally Managed; 24/7 Service*This property is NOT AVAILABLE for rent to
Cottage Haven
30A
House
Starting at:
$90.00
/ per night
3
bedrooms
2
Full
5
guests
5
(9 Reviews)
9
Top Reasons to Book this Stunning Home!* NEW IN 2026- Private Pool! Professional Photos to Come* Gulfview Heights Beach Access- 880 Yards away!* Screened-In Patio and Backyard space* 4 Bikes Included!* Snorkel the Seahorse Reef-more info under Area Attractions below* Walk to Goatfeathers Rest., Local Catch Bar and Grill + local shops* 0.7 miles to
Drift Away
30A
House
Starting at:
$150.00
/ per night
3
bedrooms
2
Full
12
guests
5
(17 Reviews)
17
Top Reasons to Book this Fabulous Luxury Home!* Steps from Rosemary Beach-4-Minute Walk to the Beach * Private Pool (Heat for add'l $75/night fee) and Two Courtyards * 4 Complimentary Bikes * Private Front Balconies and Back Patio – Enjoy quiet dinners and relaxed evenings outdoors* Elevator – Convenient access throughout all three levels* Carriage
Playa Maya
30A
House
Starting at:
$464.00
/ per night
4
bedrooms
4
Full, 1 Half
10
guests
New Property!
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