Luxury rentals in Santa Rosa Island, Florida

5.0 out of 5 average rating, 10 reviews

Home in Dune Allen Beach

Barefoot Bliss by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

BeachHospitalityLocationPoolComfortIndoor spacesAccuracyCleanlinessGetting aroundViewBathroomKitchenSleep qualityValueWi-FiCheck-inAmenities

5.0 out of 5 average rating, 3 reviews

Beachside Bliss by Stay on 30a

BeachWalkabilityGetting aroundViewHospitalityOutdoor spacesLocationAccessValueNearbyIndoor spacesBikingCleanlinessAmenities

5.0 out of 5 average rating, 30 reviews

Home in Miramar Beach

*Bella Vista Luxe*Pool & Hot Tub*Golf Cart*Theater

☆☆ Why Bella Vista Luxe? ☆☆ ✹ New-Build, 7000 sq ft, Luxury Home-Loaded with Amenities ✹ 8 Luxurious Bedrooms w/ Ensuite Bathrooms (Sleeps 24) ✹ Nearby Beach Access w/ Complimentary Beach Service ✹ Fully-Stocked-Beach Gear, Bikes, Games, and more ✹ Huge, Resort-Style Heated Pool w/ Infinity Hot Tub ✹ Theater room w/ Surround Sound & Wet Bar ✹ Gourmet Kitchen w/ High-End Appliances ✹ Rooftop Patios w/ Panoramic Gulf Views ✹ Six-Seater Golf Cart & 6 Bicycles ✹ Nearby Dining ✹ Elevator

HospitalityBeachPoolIndoor spacesFamilyCleanlinessNearbyWalkabilityHot tubLocationKitchenTVBathroomComfortGetting aroundAmenitiesAccuracyOutdoor spacesLayoutParkingLaundryAccessCheck-in

5.0 out of 5 average rating, 20 reviews

Green Reef 2 | Luxury | Private Beach | Movie Room

☆☆WHY RENT THIS HOME?☆☆ ✹ BEACHFRONT, REMODELED, LUXURY, Beautifully Decorated Home ✹ GULF+BEACH VIEWS from 3 Patios, 2 Living Spaces, Master Bedroom ✹ FULLY-STOCKED w/ Chef's Kitchen, Beach Gear, Boards, Games ✹ MOVIE ROOM-75" Smart TV, Gaming System, 2 Reclining Sofas ✹ 21 FEET OF PRIVATE BEACH w/ Free Beach Service ✹ TWO Gulf Views Living Rooms, Two Kitchens ✹ Small Complex=Less Crowds ✹ Smart TVs in all rooms ✹ Parking for 4 Vehicles ✹ High-Speed Internet ✹ Two Fire Pits ✹ 8 Beds

HospitalityBeachFamilyLocationAmenitiesCleanlinessViewKitchenIndoor spacesOutdoor spacesGetting aroundConditionTVBarbecueParkingValueAccuracyBathroomQuietLayoutComfortNearbyWalkabilitySleep qualityAccessAir conditioning

5.0 out of 5 average rating, 9 reviews

Green Reef 1 • Beachfront • 2026 Remodel • Arcade

☆☆All the Highlights of Green Reef 1☆☆ ✹ Beachfront - Big Views from 3 Patios, 2 Living Spaces, Master Bedroom ✹ Totally Remodeled and Beautifully Decorated in 2026 - Brand New! ✹ Games - 2 Arcade Games, Nintendo Switch, XBox, board games ✹ Fully-Stocked w/ Beach Gear, Boards, Games, and more ✹ 22' of your own Private Beach w/ Free Beach Service ✹ Two Gulf View Living Rooms, Two Kitchens ✹ Small Complex = Less Crowds ✹ Smart TVs, Fast WiFi ✹ Parking for 4 Vehicles ✹ 2-Person Sauna

FamilyBeachHospitalityLocationCleanlinessAmenitiesConditionViewAccuracyOutdoor spacesKitchenSleep qualityAccessQuietComfortLaundry

5.0 out of 5 average rating, 4 reviews

An open-concept kitchen and dining area is showcased, featuring a large island with a sink and stainless-steel appliances. Comfortable seating is provided by a dining table surrounded by wicker chairs. Natural light floods the space through large windows, revealing views of the Gulf.

Condo in Orange Beach

Grace By The Sea

Welcome to “Grace By The Sea,” a spacious 3BR/3BA beachfront condo in Admirals Quarters, Orange Beach, AL. Located on the 11th floor, this beautifully furnished retreat features Gulf views, plush bedding, smart TVs, a large balcony, and a fully stocked kitchen. Enjoy resort amenities like beachside pools, indoor pool, fitness center, and BBQ grills. Managed by Pure Salt Properties, your stay comes with exceptional service and comfort. Book your beach escape today!

HospitalityBeachComfortIndoor spacesDecorConditionLocationBathroomSleep qualityKitchenNearbyLaundryCleanlinessFamily

5.0 out of 5 average rating, 21 reviews

Home in Pensacola

Waterfront Luxe - 6 Bedroom | Pool, Spa, Theatre

Welcome to your private Pensacola paradise — a newly-built luxury waterfront estate with 285 feet of waterfront, space to moor your boat, and direct access to the Sound for playing in the water or fishing right from the back yard. Unwind in the pool or spa, or entertain outdoors with a built-in grill, covered dining, and massive deck space. Inside, enjoy a state-of-the-art theater, Sonos speaker zones throughout, and even a custom indoor jungle gym for the kids.

HospitalityFamilyPoolViewBeachLocationComfortIndoor spacesCleanlinessAccuracyOutdoor spacesHot tubDecorKitchenBackyardAccessBathroomBarbecueQuietNearbyAmenities

A multi-level home exhibits a contemporary exterior surrounded by greenery, with large windows reflecting the evening sky. A private pool is visible in the foreground, complemented by outdoor seating areas and an umbrella, inviting relaxation and leisure.

4.79 out of 5 average rating, 29 reviews

GULF VIEWS! Pool, LSV, 2 Kitchens! Sleeps 20! PETS

GORGEOUS GULF VIEWS from ROOFTOP TERRACE - STUNNING sunrises & sunsets! Sleeps 20! 6-seater LSV/golf cart & 6 bikes included complimentary! Featuring 6 bedrooms (5 KINGS- 3 MASTERS), 6 full & 2 half bathrooms, private pool, multiple panoramic balconies, outdoor kitchen, TWO indoor kitchens, TWO laundry rooms, multiple living spaces, a theater room, built-in Full-over-Full bunks, fireplace & more! Less than a half mile to the beach!!

FamilyBeachPoolHospitalityIndoor spacesWalkabilityLocationCleanlinessDecorGetting aroundViewBikingKitchenComfortAmenitiesOutdoor spacesQuietNearbyConditionSleep qualityLayoutWi-FiParkingBackyardNoiseAccessValueAir conditioningCheck-in

5.0 out of 5 average rating, 23 reviews

Townhouse in Perdido Key

Private Beach Club + Pool + Golf | Walk to Gulf

Welcome to Bluestem Beach House — a Luxe-designated townhome inside the gated Lost Key Golf & Beach Resort on Perdido Key's Gulf Coast. Wake up to birdsong from the nature preserve, walk 5 minutes to sugar-white sand and emerald Gulf waters, and end your day on the screened balcony watching the sky turn pink over the treetops. Sleeps 8 — perfect for families and groups who want a luxury resort experience at a fraction of the cost.

HospitalityLocationCleanlinessFamilyBeachComfortKitchenIndoor spacesOutdoor spacesWalkabilitySleep qualityNearbyPoolGetting aroundAmenitiesAccuracyLayoutQuietHeatingParkingConditionViewAccessValue

4.9 out of 5 average rating, 10 reviews

A spacious living area is adorned with soft, neutral furnishings and detailed with textured pillows. Large windows allow natural light to fill the space, illuminating the open-concept design that connects to a modern kitchen. Elegant lighting fixtures hang above the dining area, enhancing the inviting atmosphere.

Home in Miramar Beach

Villa Del Sol|Private Community Beach Access|Pool

HOME HIGHLIGHTS: • 9 Bedrooms & 9 Full Baths • Sleeps 33 • SQFT: 4857 • Deeded Beach Access • 6 Seater Golf Cart & 6 Adult Bikes Included • Three Stories + Rooftop Terrace • Elevator • Gulf Views & Easy Beach Access • Heated Private Pool & Spa (Pool heating available Oct 1-May 1 for $60 per day) • Summer Kitchen/Grill & Outdoor Dining • Game Room with Foosball, arcade & Shuffle • Parking for 6 Cars

Indoor spacesHospitalityComfortBeachViewBathroomLocationAccessCleanlinessFamilyAmenities

5.0 out of 5 average rating, 61 reviews

A spacious waterfront home is seen from a wooden dock that leads to a sandy beach area. The exterior showcases large windows and a covered patio, surrounded by palm trees. The tranquil water reflects the clear sky, creating a calm atmosphere.

Villa in Pensacola

Luxury Waterfront Home+Private Beach+Infinity Pool

Enjoy our beautiful waterfront oasis featuring a custom infinity edge pool, hot tub, firepit, and plenty of places to lounge. Play on our private beach, go paddleboarding or jump off the dock into the clear inter-coastal waters. Large windows offer spectacular views from every room in the house. Open floor plan living ensures you can easily spend quality time together while taking in the breathtaking view.

PoolHospitalityFamilyViewCleanlinessAmenitiesHot tubComfortAccuracyKitchenSleep qualityBeachLocationDecorOutdoor spacesIndoor spacesNearbyBackyardValueBarbecueQuietBathroomLayoutCheck-inLong stayGetting aroundConditionAccessCheckout

A stylish multi-story home is shown, featuring a white exterior with black window shutters. Tropical palm trees and neatly trimmed shrubs provide greenery in the landscaping. Several bicycles are parked along the pathway, emphasizing a bike-friendly atmosphere.

5.0 out of 5 average rating, 12 reviews

Casa Blanco|Easy Beach Access|Large Private Pool

Beaded chandeliers, woodgrain cabinets and pecky cypress ceilings add a sophisticated feel to this stylish home. There’s an expansive pool that’s ready to show off your swan dive, a PAC Man machine in the game room, and a kitchen so beautiful you’ll be fighting over who gets to make breakfast. If you can bear to leave this stunning retreat, hop on one of the provided bikes for a short ride to the beach!

HospitalityCleanlinessComfortIndoor spacesFamilyBeachPoolLocationWalkabilityGetting aroundSleep qualityKitchenBarbecueHot tubDecorTVAccuracyOutdoor spacesNearbyViewBikingCheck-in

Popular amenities for Santa Rosa Island, Florida luxury holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury holiday rentals in Santa Rosa Island, Florida

The exterior view of a three-story house is presented, featuring multiple balconies and an inviting outdoor area. Two pools can be seen at the base, with lounge seating surrounding them. The setting is complemented by a serene sky transitioning from daylight to twilight.

4.63 out of 5 average rating, 8 reviews

Timeless 30A|Easy Beach Access|Private Pool

LocationBeachCleanlinessFamilyWalkabilityPoolDecorAccuracyHospitalityOutdoor spacesBathroomKitchenIndoor spacesLaundryGetting aroundConditionViewCheckoutBiking

5.0 out of 5 average rating, 5 reviews

Seas Above The Rest|Easy Beach Access|Large

BeachWalkabilityFamilyPoolHospitalityNearbyGetting aroundTVAccuracyOutdoor spacesLocationKitchenBarbecueCheckoutLayoutComfortAir conditioningIndoor spacesCheck-inCleanlinessAmenities

5.0 out of 5 average rating, 5 reviews

Coastal Seaclusion|Easy Beach Access|Private Pool

WalkabilityBeachPoolGetting aroundAir conditioningNearbyHospitalityFamilyKitchen

Isle Be Back|Private Pool|Waterfront|Golf Cart

The exterior of the home features three levels connected by elegant columns. A spacious private pool reflects the vibrant sky, while a swim-up bar is visible at the pool's edge. Palm trees line the property, enhancing the coastal atmosphere.

Trip Around The Sun|Easy Beach Access|Gulf Views

HospitalityFamilyConditionBeachAccuracy

Oasis at Park Row|Easy Beach Access|Private Pool

A newly constructed lakefront home features a white exterior with multiple balconies and large windows. Lush greenery surrounds the property, complemented by palm trees. The sunset casts a warm glow over the scene, reflecting on the serene lake in the background.

4.4 out of 5 average rating, 10 reviews

Sleeps 20! LakeFront! LSV, Pool,Walk 2 Beach, Pets

BeachIndoor spacesWalkabilityPoolKitchenComfortViewSleep qualityHospitalityBathroomNearbyCleanlinessGetting aroundAccessDecorTVOutdoor spacesBarbecueLayoutWi-FiParkingFamilyLong stayConditionLocation