
Vacation rentals with a pool in Choctawhatchee Bay
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Top-rated rentals with a pool in Choctawhatchee Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in 2-story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included Mar.-Oct., tennis, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.
FamilyLocationAccuracy

100 ft to sand, Corner unit, Hot Tub, Garden view
Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. MONTHLY SNOWBIRD PRICING. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.
ValueFamilyCleanliness

Sandpiper Cove 8140! 500 ft to the Beach!
Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!
LocationValueSolo travel

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A
This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you
ValueLocationAccuracy

Oceanview | Pool | Private Beach | Golf Cart
Just sit back and relax. When you enter St. Tropez you'll know you chose the best. Beach, parking, grocery, restaurants, pool, shopping - all of these are very close. The resort is a gated community with a resort style pool and child friendly. This space is...bright, airy, and close to the beach. Class, elegance, and style prevail in the Mediterranean home. Enjoy the golf cart, outdoor bikes, the gulf view from the top patio, and some BBQ on the balcony, everything you need is right here.
LocationValueAccuracy

Italian villa 200 steps from beach • Free cruise!
• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.
LocationValuePool

Studio in Sandestin/ Free parking/Free beach tram
Sleeping up to 4 guests, this studio provides everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over seven miles of beaches, a pristine bay front, four championship golf courses, 15 world-class tennis courts, a 226-slip marina, a fitness center, pools, hot tubs, and celebrity chef dining. Enjoy the fun and entertainment at The Village of Baytowne Wharf with shops, restaurants, playgrounds & more!
ValueFamilyAccuracy

Fairways townhouse - pools & outdoor dining
Welcome to your Fairways retreat in Sandestin - a comfortable two-bedroom townhouse with resort access, a golf cart, and everything you need for a seamless coastal stay. - Sleeps 6 | 2 bedrooms | 3 beds | 2.5 baths - 6-seater golf cart included - beach just 5-7 mins away - Patio w/ fire table, BBQ grill & outdoor dining - Access to resort pools & beach essentials - Washer/dryer | UV air purifier | Self check-in via smart lock - Snowbird pricing available Nov-Feb for extended stays
ValueFamilyBeach

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.
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Small Waves-30A beachhouse w golf cart/neighb pool
Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.
LocationFamilyGrill

Cozy Coastal Baytowne Studio Amazing Amenities
Welcome to paradise! Unit is located on the 4th floor Of Market Street Inn allowing quick access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! New furniture and décor. Professionally decorated studio offers splendid furnishings. The unit offers a King size bed with luxury linens. You will love the convenience that the resort has to offer. Comfortable queen Sofa Bed that will fit two extra guests.
LocationFamilyBiking

Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.
ValueLocationBiking
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

5 BR home w private pool & jacuzzi, 3 min to beach
ValueFamilyCheckout

Walk to Beach · Private Heated Pool · Fenced
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Waterview Villa, Steps to the Sand, King Bed, Pool
LocationValueAmenities

5 Min Walk to Private Beach | Luxury Remodel
ValueLocationComfort

Blue Mountain Beach Retreat: Bikes, Pool!
LocationFamilyDecor

Sandestin Villa • 6-Seat Cart •Beach•Baytowne•Pool
LocationComfortAir conditioning

Luxurious BeachHouse Pickeball+HeatedPool
ValueFamilyCondition

All you need! Location | Golf Cart | Walk to Beach
ValueFamilyBathroom
Condo rentals with a pool

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access
FamilyValueDecor

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool
ValueLocationBiking

Top-Floor Ocean View • Private Beach Access
ValueLocationLayout

Beach Paradise - Ocean View - Bonus Beach Service
LocationValueIndoor spaces

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
FamilyLocationCleanliness

The Fantasea Villa-Snowbird Rates!
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Stars & Sea•Overlooking Pool & Sound•Sleeps 4
FamilyValueWalkability

Sandestin Resort Studio, Spectacular Bay Views
ValueLocationAccuracy
Other vacation rentals with a pool

Steps to Beach -Beach Chair Service -Pool -Updated
LocationValueAccess

Dunes of Crystal Beach 103 by Salt Water Vacations
FamilyLocationView

GOLF CART included. Seasonally Heated Pool!
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The Retreat in Santa Rosa Beach- Bungalow D
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Private Pool + Golf Cart | 1,000 Ft to Sand | 30A
FamilyLocationComfort

Beautiful 1-bedroom Condo
ValueFamilyCheck-in

*Oceanfront* Luxury High-Rise. Pool, Private Beach
ValueLocationWalkability

Perfect coastal retreat with private beach access
LocationFamilyAmenities
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- Rentals with pools Florida
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- St. Andrews State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Aqua Resort
- HarborWalk Village
- Topsail Hill Preserve State Park
- Grayton Beach State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Morrison Springs
- Signal Hill Golf Course
- Destiny East





