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Pool Home

Explore our curated Pool Home vacation rentals.

80 properties availableFrom $100 / night

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Sandy Shores Retreat Pool, Wi-Fi vacation rental in Jacksonville Beach, FloridaSandy Shores Retreat Pool, Wi-Fi — photo 2Sandy Shores Retreat Pool, Wi-Fi — photo 3Sandy Shores Retreat Pool, Wi-Fi — photo 4Sandy Shores Retreat Pool, Wi-Fi — photo 5Sandy Shores Retreat Pool, Wi-Fi — photo 6
Pet friendly Pool Home
Jacksonville Beach, Florida · House

Sandy Shores Retreat Pool, Wi-Fi

$591 / night

2-night min.
5 · 2.5 · 8
Serenity at Chatwood Pool, Grill vacation rental in Jacksonville, FloridaSerenity at Chatwood Pool, Grill — photo 2Serenity at Chatwood Pool, Grill — photo 3Serenity at Chatwood Pool, Grill — photo 4Serenity at Chatwood Pool, Grill — photo 5Serenity at Chatwood Pool, Grill — photo 6
Pet friendly Pool Home
Jacksonville, Florida · House

Serenity at Chatwood Pool, Grill

$266 / night

2-night min.
6 · 2 · 10
Waterfront Paradise Dock, Pool, Boathouse vacation rental in Jacksonville, FloridaWaterfront Paradise Dock, Pool, Boathouse — photo 2Waterfront Paradise Dock, Pool, Boathouse — photo 3Waterfront Paradise Dock, Pool, Boathouse — photo 4Waterfront Paradise Dock, Pool, Boathouse — photo 5Waterfront Paradise Dock, Pool, Boathouse — photo 6
Black Label Event/wedding friendly
Jacksonville, Florida · House

Waterfront Paradise Dock, Pool, Boathouse

$1,775 / night

3-night min.
9 · 7.5 · 20
Dancy Street Dream - Team Joseph Ellen vacation rental in Jacksonville, FloridaDancy Street Dream - Team Joseph Ellen — photo 2Dancy Street Dream - Team Joseph Ellen — photo 3Dancy Street Dream - Team Joseph Ellen — photo 4Dancy Street Dream - Team Joseph Ellen — photo 5Dancy Street Dream - Team Joseph Ellen — photo 6
Pet friendly Pool Home
Jacksonville, Florida · House

Dancy Street Dream - Team Joseph Ellen

$236 / night

2-night min.
3 · 1 · 4
Putt Putt Pool Home Mini Golf/Grill/Ping Pong vacation rental in Jacksonville, FloridaPutt Putt Pool Home Mini Golf/Grill/Ping Pong — photo 2Putt Putt Pool Home Mini Golf/Grill/Ping Pong — photo 3Putt Putt Pool Home Mini Golf/Grill/Ping Pong — photo 4Putt Putt Pool Home Mini Golf/Grill/Ping Pong — photo 5Putt Putt Pool Home Mini Golf/Grill/Ping Pong — photo 6
Pet friendly Pool Home
Jacksonville, Florida · House

Putt Putt Pool Home Mini Golf/Grill/Ping Pong

$355 / night

2-night min.
5 · 3 · 11
The Poolside Cottage-Wi-Fi/Pool vacation rental in Jacksonville, FloridaThe Poolside Cottage-Wi-Fi/Pool — photo 2The Poolside Cottage-Wi-Fi/Pool — photo 3The Poolside Cottage-Wi-Fi/Pool — photo 4The Poolside Cottage-Wi-Fi/Pool — photo 5The Poolside Cottage-Wi-Fi/Pool — photo 6
Hot Tub Pet friendly
Jacksonville, Florida · Cottage

The Poolside Cottage-Wi-Fi/Pool

$591 / night

3-night min.
6 · 1 · 8
The Poolside Studio-Lounge, Pool, Wi-Fi vacation rental in Jacksonville, FloridaThe Poolside Studio-Lounge, Pool, Wi-Fi — photo 2The Poolside Studio-Lounge, Pool, Wi-Fi — photo 3The Poolside Studio-Lounge, Pool, Wi-Fi — photo 4The Poolside Studio-Lounge, Pool, Wi-Fi — photo 5The Poolside Studio-Lounge, Pool, Wi-Fi — photo 6
Hot Tub Pet friendly
Jacksonville, Florida · Studio

The Poolside Studio-Lounge, Pool, Wi-Fi

$591 / night

3-night min.
2 · 1 · 4
Tropical Paradise -Entire Property, Pool vacation rental in Jacksonville, FloridaTropical Paradise -Entire Property, Pool — photo 2Tropical Paradise -Entire Property, Pool — photo 3Tropical Paradise -Entire Property, Pool — photo 4Tropical Paradise -Entire Property, Pool — photo 5Tropical Paradise -Entire Property, Pool — photo 6
Larger Groups Pool Home
Jacksonville, Florida · House

Tropical Paradise -Entire Property, Pool

$1,183 / night

3-night min.
13 · 4 · 23
Tropical Paradise-Main House - Team Joseph Ellen vacation rental in Jacksonville, FloridaTropical Paradise-Main House - Team Joseph Ellen — photo 2Tropical Paradise-Main House - Team Joseph Ellen — photo 3Tropical Paradise-Main House - Team Joseph Ellen — photo 4Tropical Paradise-Main House - Team Joseph Ellen — photo 5Tropical Paradise-Main House - Team Joseph Ellen — photo 6
Event/wedding friendly Hot Tub
Jacksonville, Florida · House

Tropical Paradise-Main House - Team Joseph Ellen

$591 / night

3-night min.
4 · 2 · 9
True Blue Pool Oasis ping-pong, Wi-Fi, TV vacation rental in Jacksonville, FloridaTrue Blue Pool Oasis ping-pong, Wi-Fi, TV — photo 2True Blue Pool Oasis ping-pong, Wi-Fi, TV — photo 3True Blue Pool Oasis ping-pong, Wi-Fi, TV — photo 4True Blue Pool Oasis ping-pong, Wi-Fi, TV — photo 5True Blue Pool Oasis ping-pong, Wi-Fi, TV — photo 6
Pet friendly Pool Home
Jacksonville, Florida · House

True Blue Pool Oasis ping-pong, Wi-Fi, TV

$236 / night

2-night min.
7 · 0 · 9
Aqua Queen - Pool 3BR vacation rental in St. Augustine, FloridaAqua Queen - Pool 3BR — photo 2Aqua Queen - Pool 3BR — photo 3Aqua Queen - Pool 3BR — photo 4Aqua Queen - Pool 3BR — photo 5Aqua Queen - Pool 3BR — photo 6
Pet friendly Pool Home
St. Augustine, Florida · House

Aqua Queen - Pool 3BR

$355 / night

2-night min.
3 · 2 · 10
Beach Bliss on the Boulevard - Team Joseph Ellen vacation rental in Jacksonville Beach, FloridaBeach Bliss on the Boulevard - Team Joseph Ellen — photo 2Beach Bliss on the Boulevard - Team Joseph Ellen — photo 3Beach Bliss on the Boulevard - Team Joseph Ellen — photo 4Beach Bliss on the Boulevard - Team Joseph Ellen — photo 5Beach Bliss on the Boulevard - Team Joseph Ellen — photo 6
Black Label Featured
Jacksonville Beach, Florida · House

Beach Bliss on the Boulevard - Team Joseph Ellen

$828 / night

2-night min.
9 · 4 · 14
Casa De Mandarin Pool, Wi-Fi, Sleeps 12 vacation rental in Jacksonville, FloridaCasa De Mandarin Pool, Wi-Fi, Sleeps 12 — photo 2Casa De Mandarin Pool, Wi-Fi, Sleeps 12 — photo 3Casa De Mandarin Pool, Wi-Fi, Sleeps 12 — photo 4Casa De Mandarin Pool, Wi-Fi, Sleeps 12 — photo 5Casa De Mandarin Pool, Wi-Fi, Sleeps 12 — photo 6
Pet friendly Pool Home
Jacksonville, Florida · House

Casa De Mandarin Pool, Wi-Fi, Sleeps 12

$414 / night

2-night min.
6 · 4 · 12
Golden Spike Oasis | Heated Pool vacation rental in Jacksonville, FloridaGolden Spike Oasis | Heated Pool — photo 2Golden Spike Oasis | Heated Pool — photo 3Golden Spike Oasis | Heated Pool — photo 4Golden Spike Oasis | Heated Pool — photo 5Golden Spike Oasis | Heated Pool — photo 6
Heated Pool Pool Home
Jacksonville, Florida · House

Golden Spike Oasis | Heated Pool

$591 / night

3-night min.
6 · 2 · 10
Hawkins Cove Hideaway - Serene Waterfront Retreat vacation rental in Jacksonville, FloridaHawkins Cove Hideaway - Serene Waterfront Retreat — photo 2Hawkins Cove Hideaway - Serene Waterfront Retreat — photo 3Hawkins Cove Hideaway - Serene Waterfront Retreat — photo 4Hawkins Cove Hideaway - Serene Waterfront Retreat — photo 5Hawkins Cove Hideaway - Serene Waterfront Retreat — photo 6
Pool Home
Jacksonville, Florida · House

Hawkins Cove Hideaway - Serene Waterfront Retreat

$591 / night

2-night min.
5 · 2.5 · 10
Oak Canopy Escape - St Augustine, Heated Pool vacation rental in St. Augustine, FloridaOak Canopy Escape - St Augustine, Heated Pool — photo 2Oak Canopy Escape - St Augustine, Heated Pool — photo 3Oak Canopy Escape - St Augustine, Heated Pool — photo 4Oak Canopy Escape - St Augustine, Heated Pool — photo 5Oak Canopy Escape - St Augustine, Heated Pool — photo 6
Heated Pool Pet friendly
St. Augustine, Florida · House

Oak Canopy Escape - St Augustine, Heated Pool

$295 / night

2-night min.
4 · 2 · 6
Panuco Place Getaway - Team Joseph Ellen vacation rental in Jacksonville, FloridaPanuco Place Getaway - Team Joseph Ellen — photo 2Panuco Place Getaway - Team Joseph Ellen — photo 3Panuco Place Getaway - Team Joseph Ellen — photo 4Panuco Place Getaway - Team Joseph Ellen — photo 5Panuco Place Getaway - Team Joseph Ellen — photo 6
Pool Home
Jacksonville, Florida · House

Panuco Place Getaway - Team Joseph Ellen

$266 / night

2-night min.
5 · 2 · 7
Poolside Palms - Team Joseph Ellen vacation rental in Jacksonville Beach, FloridaPoolside Palms - Team Joseph Ellen — photo 2Poolside Palms - Team Joseph Ellen — photo 3Poolside Palms - Team Joseph Ellen — photo 4Poolside Palms - Team Joseph Ellen — photo 5Poolside Palms - Team Joseph Ellen — photo 6
Black Label Heated Pool
Jacksonville Beach, Florida · House

Poolside Palms - Team Joseph Ellen

$414 / night

3-night min.
9 · 2 · 13
Reel Relaxed | Team Joseph Ellen vacation rental in Jacksonville, FloridaReel Relaxed | Team Joseph Ellen — photo 2Reel Relaxed | Team Joseph Ellen — photo 3Reel Relaxed | Team Joseph Ellen — photo 4Reel Relaxed | Team Joseph Ellen — photo 5Reel Relaxed | Team Joseph Ellen — photo 6
Black Label Featured
Jacksonville, Florida · House

Reel Relaxed | Team Joseph Ellen

$710 / night

3-night min.
3 · 2 · 8
Resort de Tropical - Team Joseph Ellen vacation rental in Jacksonville Beach, FloridaResort de Tropical - Team Joseph Ellen — photo 2Resort de Tropical - Team Joseph Ellen — photo 3Resort de Tropical - Team Joseph Ellen — photo 4Resort de Tropical - Team Joseph Ellen — photo 5Resort de Tropical - Team Joseph Ellen — photo 6
Heated Pool Hot Tub
Jacksonville Beach, Florida · House

Resort de Tropical - Team Joseph Ellen

$355 / night

2-night min.
6 · 2.5 · 11
Saint Johns Oasis - Pool, Hot Tub, Grill vacation rental in Jacksonville, FloridaSaint Johns Oasis - Pool, Hot Tub, Grill — photo 2Saint Johns Oasis - Pool, Hot Tub, Grill — photo 3Saint Johns Oasis - Pool, Hot Tub, Grill — photo 4Saint Johns Oasis - Pool, Hot Tub, Grill — photo 5Saint Johns Oasis - Pool, Hot Tub, Grill — photo 6
Black Label Hot Tub
Jacksonville, Florida · House

Saint Johns Oasis - Pool, Hot Tub, Grill

$1,065 / night

3-night min.
13 · 4 · 23
Salt & Sun - Beach & Pool vacation rental in St. Augustine, FloridaSalt & Sun - Beach & Pool — photo 2Salt & Sun - Beach & Pool — photo 3Salt & Sun - Beach & Pool — photo 4Salt & Sun - Beach & Pool — photo 5Salt & Sun - Beach & Pool — photo 6
Pool Home
St. Augustine, Florida · Condominium

Salt & Sun - Beach & Pool

$532 / night

3-night min.
3 · 2 · 6
Sherylee's Poolside Retreat - Team Joseph Ellen vacation rental in Jacksonville, FloridaSherylee's Poolside Retreat - Team Joseph Ellen — photo 2Sherylee's Poolside Retreat - Team Joseph Ellen — photo 3Sherylee's Poolside Retreat - Team Joseph Ellen — photo 4Sherylee's Poolside Retreat - Team Joseph Ellen — photo 5Sherylee's Poolside Retreat - Team Joseph Ellen — photo 6
Pool Home
Jacksonville, Florida · House

Sherylee's Poolside Retreat - Team Joseph Ellen

$414 / night

2-night min.
4 · 2 · 8
Splash Haven - Team Joseph Ellen vacation rental in Jacksonville, FloridaSplash Haven - Team Joseph Ellen — photo 2Splash Haven - Team Joseph Ellen — photo 3Splash Haven - Team Joseph Ellen — photo 4Splash Haven - Team Joseph Ellen — photo 5Splash Haven - Team Joseph Ellen — photo 6
Pet friendly Pool Home
Jacksonville, Florida · House

Splash Haven - Team Joseph Ellen

$355 / night

2-night min.
6 · 2 · 12
Sunshine Dip | Sleeps 8, Relaxing, Pool, Wi-Fi vacation rental in St. Augustine, FloridaSunshine Dip | Sleeps 8, Relaxing, Pool, Wi-Fi — photo 2Sunshine Dip | Sleeps 8, Relaxing, Pool, Wi-Fi — photo 3Sunshine Dip | Sleeps 8, Relaxing, Pool, Wi-Fi — photo 4Sunshine Dip | Sleeps 8, Relaxing, Pool, Wi-Fi — photo 5Sunshine Dip | Sleeps 8, Relaxing, Pool, Wi-Fi — photo 6
Pool Home
St. Augustine, Florida · House

Sunshine Dip | Sleeps 8, Relaxing, Pool, Wi-Fi

$355 / night

1-night min.
5 · 2.5 · 8
Teal We Meet Again - Team Joseph Ellen vacation rental in Jacksonville Beach, FloridaTeal We Meet Again - Team Joseph Ellen — photo 2Teal We Meet Again - Team Joseph Ellen — photo 3Teal We Meet Again - Team Joseph Ellen — photo 4Teal We Meet Again - Team Joseph Ellen — photo 5Teal We Meet Again - Team Joseph Ellen — photo 6
Pet friendly Pool Home
Jacksonville Beach, Florida · House

Teal We Meet Again - Team Joseph Ellen

$355 / night

2-night min.
4 · 1.5 · 6
Villa De Le Mar - Pool, Movie Theater vacation rental in Jacksonville Beach, FloridaVilla De Le Mar - Pool, Movie Theater — photo 2Villa De Le Mar - Pool, Movie Theater — photo 3Villa De Le Mar - Pool, Movie Theater — photo 4Villa De Le Mar - Pool, Movie Theater — photo 5Villa De Le Mar - Pool, Movie Theater — photo 6
Black Label Heated Pool
Jacksonville Beach, Florida · House

Villa De Le Mar - Pool, Movie Theater

$650 / night

3-night min.
6 · 3.5 · 10
Coral Cove Escape - Team Joseph Ellen vacation rental in Fernandina Beach, FloridaCoral Cove Escape - Team Joseph Ellen — photo 2Coral Cove Escape - Team Joseph Ellen — photo 3Coral Cove Escape - Team Joseph Ellen — photo 4Coral Cove Escape - Team Joseph Ellen — photo 5Coral Cove Escape - Team Joseph Ellen — photo 6
Beach Front Pool Home
Fernandina Beach, Florida · Condominium

Coral Cove Escape - Team Joseph Ellen

$250 / night

2-night min.
4 · 2 · 8
Haven Tiny House - Pool - Walk to Downtown! vacation rental in St. Augustine, FloridaHaven Tiny House - Pool - Walk to Downtown! — photo 2Haven Tiny House - Pool - Walk to Downtown! — photo 3Haven Tiny House - Pool - Walk to Downtown! — photo 4Haven Tiny House - Pool - Walk to Downtown! — photo 5Haven Tiny House - Pool - Walk to Downtown! — photo 6
Pool Home
St. Augustine, Florida · House

Haven Tiny House - Pool - Walk to Downtown!

$175 / night

2-night min.
2 · 1.5 · 4
Seaside Escape | Steps to Beach | Heated Pool vacation rental in St. Augustine, FloridaSeaside Escape | Steps to Beach | Heated Pool — photo 2Seaside Escape | Steps to Beach | Heated Pool — photo 3Seaside Escape | Steps to Beach | Heated Pool — photo 4Seaside Escape | Steps to Beach | Heated Pool — photo 5Seaside Escape | Steps to Beach | Heated Pool — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Condominium

Seaside Escape | Steps to Beach | Heated Pool

$250 / night

3-night min.
4 · 2 · 6
Endless Summer Oasis | Lux Home | Heated Pool vacation rental in St. Augustine Beach, FloridaEndless Summer Oasis | Lux Home | Heated Pool — photo 2Endless Summer Oasis | Lux Home | Heated Pool — photo 3Endless Summer Oasis | Lux Home | Heated Pool — photo 4Endless Summer Oasis | Lux Home | Heated Pool — photo 5Endless Summer Oasis | Lux Home | Heated Pool — photo 6
Heated Pool Pool Home
St. Augustine Beach, Florida · House

Endless Summer Oasis | Lux Home | Heated Pool

$800 / night

2-night min.
8 · 6 · 14
Paradise Palms - Nautilus Suite - Heated Pool! vacation rental in St. Augustine, FloridaParadise Palms - Nautilus Suite - Heated Pool! — photo 2Paradise Palms - Nautilus Suite - Heated Pool! — photo 3Paradise Palms - Nautilus Suite - Heated Pool! — photo 4Paradise Palms - Nautilus Suite - Heated Pool! — photo 5Paradise Palms - Nautilus Suite - Heated Pool! — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Apartment

Paradise Palms - Nautilus Suite - Heated Pool!

$100 / night

2-night min.
4 · 1 · 6
Sand Dollar Suite | Heated Pool | Steps to Beach vacation rental in St. Augustine, FloridaSand Dollar Suite | Heated Pool | Steps to Beach — photo 2Sand Dollar Suite | Heated Pool | Steps to Beach — photo 3Sand Dollar Suite | Heated Pool | Steps to Beach — photo 4Sand Dollar Suite | Heated Pool | Steps to Beach — photo 5Sand Dollar Suite | Heated Pool | Steps to Beach — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Apartment

Sand Dollar Suite | Heated Pool | Steps to Beach

$100 / night

2-night min.
3 · 1 · 6
The Flamingo Suite | Heated Pool | Steps to Beach vacation rental in St. Augustine, FloridaThe Flamingo Suite | Heated Pool | Steps to Beach — photo 2The Flamingo Suite | Heated Pool | Steps to Beach — photo 3The Flamingo Suite | Heated Pool | Steps to Beach — photo 4The Flamingo Suite | Heated Pool | Steps to Beach — photo 5The Flamingo Suite | Heated Pool | Steps to Beach — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Apartment

The Flamingo Suite | Heated Pool | Steps to Beach

$175 / night

2-night min.
4 · 1 · 6
Paradise Palms - Tropic Suite - Heated Pool! vacation rental in St. Augustine, FloridaParadise Palms - Tropic Suite - Heated Pool! — photo 2Paradise Palms - Tropic Suite - Heated Pool! — photo 3Paradise Palms - Tropic Suite - Heated Pool! — photo 4Paradise Palms - Tropic Suite - Heated Pool! — photo 5Paradise Palms - Tropic Suite - Heated Pool! — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Apartment

Paradise Palms - Tropic Suite - Heated Pool!

$150 / night

2-night min.
3 · 1 · 6
Boatyard Oasis | Pool | Mins to DNTN l Dogs OK vacation rental in St. Augustine, FloridaBoatyard Oasis | Pool | Mins to DNTN l Dogs OK — photo 2Boatyard Oasis | Pool | Mins to DNTN l Dogs OK — photo 3Boatyard Oasis | Pool | Mins to DNTN l Dogs OK — photo 4Boatyard Oasis | Pool | Mins to DNTN l Dogs OK — photo 5Boatyard Oasis | Pool | Mins to DNTN l Dogs OK — photo 6
Heated Pool Pet friendly
St. Augustine, Florida · House

Boatyard Oasis | Pool | Mins to DNTN l Dogs OK

$175 / night

2-night min.
3 · 2 · 6
Ocean Breeze | Pool | Steps to Beach vacation rental in St. Augustine, FloridaOcean Breeze | Pool | Steps to Beach — photo 2Ocean Breeze | Pool | Steps to Beach — photo 3Ocean Breeze | Pool | Steps to Beach — photo 4Ocean Breeze | Pool | Steps to Beach — photo 5Ocean Breeze | Pool | Steps to Beach — photo 6
Pool Home
St. Augustine, Florida · House

Ocean Breeze | Pool | Steps to Beach

$400 / night

2-night min.
5 · 2.5 · 8
Beachside Cabana | Heated Pool | Walk to Beach vacation rental in St. Augustine, FloridaBeachside Cabana | Heated Pool | Walk to Beach — photo 2Beachside Cabana | Heated Pool | Walk to Beach — photo 3Beachside Cabana | Heated Pool | Walk to Beach — photo 4Beachside Cabana | Heated Pool | Walk to Beach — photo 5Beachside Cabana | Heated Pool | Walk to Beach — photo 6
Heated Pool Pool Home
St. Augustine, Florida · House

Beachside Cabana | Heated Pool | Walk to Beach

$200 / night

2-night min.
8 · 3 · 12
The Gatsby Mansion/Heated Pool/Heart of Town vacation rental in St. Augustine, FloridaThe Gatsby Mansion/Heated Pool/Heart of Town — photo 2The Gatsby Mansion/Heated Pool/Heart of Town — photo 3The Gatsby Mansion/Heated Pool/Heart of Town — photo 4The Gatsby Mansion/Heated Pool/Heart of Town — photo 5The Gatsby Mansion/Heated Pool/Heart of Town — photo 6
Heated Pool Pool Home
St. Augustine, Florida · House

The Gatsby Mansion/Heated Pool/Heart of Town

$600 / night

2-night min.
9 · 3.5 · 12
Vilano Paradise- Pool/Walk to Beach vacation rental in St. Augustine, FloridaVilano Paradise- Pool/Walk to Beach — photo 2Vilano Paradise- Pool/Walk to Beach — photo 3Vilano Paradise- Pool/Walk to Beach — photo 4Vilano Paradise- Pool/Walk to Beach — photo 5Vilano Paradise- Pool/Walk to Beach — photo 6
Heated Pool Pool Home
St. Augustine, Florida · House

Vilano Paradise- Pool/Walk to Beach

$405 / night

2-night min.
5 · 3 · 10
The Gaudi House- Pool/Minutes to DNTN and Beach vacation rental in St. Augustine, FloridaThe Gaudi House- Pool/Minutes to DNTN and Beach — photo 2The Gaudi House- Pool/Minutes to DNTN and Beach — photo 3The Gaudi House- Pool/Minutes to DNTN and Beach — photo 4The Gaudi House- Pool/Minutes to DNTN and Beach — photo 5The Gaudi House- Pool/Minutes to DNTN and Beach — photo 6
Pool Home
St. Augustine, Florida · House

The Gaudi House- Pool/Minutes to DNTN and Beach

$350 / night

2-night min.
4 · 2.5 · 8
Secret Pool Cabana- Mins to Downtown and Beach vacation rental in St. Augustine, FloridaSecret Pool Cabana- Mins to Downtown and Beach — photo 2Secret Pool Cabana- Mins to Downtown and Beach — photo 3Secret Pool Cabana- Mins to Downtown and Beach — photo 4Secret Pool Cabana- Mins to Downtown and Beach — photo 5Secret Pool Cabana- Mins to Downtown and Beach — photo 6
Pool Home
St. Augustine, Florida · House

Secret Pool Cabana- Mins to Downtown and Beach

$325 / night

2-night min.
7 · 2.5 · 10
Sunset Cove - Pool - Sea Views - Walkable vacation rental in St. Augustine, FloridaSunset Cove - Pool - Sea Views - Walkable — photo 2Sunset Cove - Pool - Sea Views - Walkable — photo 3Sunset Cove - Pool - Sea Views - Walkable — photo 4Sunset Cove - Pool - Sea Views - Walkable — photo 5Sunset Cove - Pool - Sea Views - Walkable — photo 6
Pool Home
St. Augustine, Florida · House

Sunset Cove - Pool - Sea Views - Walkable

$400 / night

2-night min.
3 · 2.5 · 6
Sunset Cove 2 - Pool - Sea Views - Walkable vacation rental in St. Augustine, FloridaSunset Cove 2 - Pool - Sea Views - Walkable — photo 2Sunset Cove 2 - Pool - Sea Views - Walkable — photo 3Sunset Cove 2 - Pool - Sea Views - Walkable — photo 4Sunset Cove 2 - Pool - Sea Views - Walkable — photo 5Sunset Cove 2 - Pool - Sea Views - Walkable — photo 6
Heated Pool Pool Home
St. Augustine, Florida · House

Sunset Cove 2 - Pool - Sea Views - Walkable

$400 / night

2-night min.
3 · 2.5 · 6
The Peaceful Puffin - Pool | Hot Tub | 5 min to DT vacation rental in St. Augustine, FloridaThe Peaceful Puffin - Pool | Hot Tub | 5 min to DT — photo 2The Peaceful Puffin - Pool | Hot Tub | 5 min to DT — photo 3The Peaceful Puffin - Pool | Hot Tub | 5 min to DT — photo 4The Peaceful Puffin - Pool | Hot Tub | 5 min to DT — photo 5The Peaceful Puffin - Pool | Hot Tub | 5 min to DT — photo 6
Hot Tub Pool Home
St. Augustine, Florida · House

The Peaceful Puffin - Pool | Hot Tub | 5 min to DT

$175 / night

2-night min.
4 · 2 · 6
E Komo Mai - Pool, Elevator, Roof Deck Views vacation rental in St. Augustine, FloridaE Komo Mai - Pool, Elevator, Roof Deck Views — photo 2E Komo Mai - Pool, Elevator, Roof Deck Views — photo 3E Komo Mai - Pool, Elevator, Roof Deck Views — photo 4E Komo Mai - Pool, Elevator, Roof Deck Views — photo 5E Komo Mai - Pool, Elevator, Roof Deck Views — photo 6
Pool Home
St. Augustine, Florida · House

E Komo Mai - Pool, Elevator, Roof Deck Views

$1,200 / night

2-night min.
7 · 6.5 · 14
Catch the Breeze | Direct Oceanfront | Heated Pool vacation rental in St. Augustine, FloridaCatch the Breeze | Direct Oceanfront | Heated Pool — photo 2Catch the Breeze | Direct Oceanfront | Heated Pool — photo 3Catch the Breeze | Direct Oceanfront | Heated Pool — photo 4Catch the Breeze | Direct Oceanfront | Heated Pool — photo 5Catch the Breeze | Direct Oceanfront | Heated Pool — photo 6
Beach Front Heated Pool
St. Augustine, Florida · Condominium

Catch the Breeze | Direct Oceanfront | Heated Pool

$200 / night

7-night min.
6 · 2 · 6
Sanford Splash | Pool | Dogs OK | Walk to DNTN vacation rental in St. Augustine, FloridaSanford Splash | Pool | Dogs OK | Walk to DNTN — photo 2Sanford Splash | Pool | Dogs OK | Walk to DNTN — photo 3Sanford Splash | Pool | Dogs OK | Walk to DNTN — photo 4Sanford Splash | Pool | Dogs OK | Walk to DNTN — photo 5Sanford Splash | Pool | Dogs OK | Walk to DNTN — photo 6
Pool Home
St. Augustine, Florida · House

Sanford Splash | Pool | Dogs OK | Walk to DNTN

$300 / night

2-night min.
7 · 3.5 · 12
Sunshine Lane | Pool | Walk to Beach vacation rental in St. Augustine, FloridaSunshine Lane | Pool | Walk to Beach — photo 2Sunshine Lane | Pool | Walk to Beach — photo 3Sunshine Lane | Pool | Walk to Beach — photo 4Sunshine Lane | Pool | Walk to Beach — photo 5Sunshine Lane | Pool | Walk to Beach — photo 6
Pool Home
St. Augustine, Florida · House

Sunshine Lane | Pool | Walk to Beach

$250 / night

2-night min.
8 · 3 · 12
The Grand Augustine | Heated Pool | Walk to DNTN vacation rental in St. Augustine, FloridaThe Grand Augustine | Heated Pool | Walk to DNTN — photo 2The Grand Augustine | Heated Pool | Walk to DNTN — photo 3The Grand Augustine | Heated Pool | Walk to DNTN — photo 4The Grand Augustine | Heated Pool | Walk to DNTN — photo 5The Grand Augustine | Heated Pool | Walk to DNTN — photo 6
Heated Pool Pool Home
St. Augustine, Florida · House

The Grand Augustine | Heated Pool | Walk to DNTN

$500 / night

2-night min.
10 · 4.5 · 15
The Royal Floridian | Heated Pool | Walk to DNTN vacation rental in St. Augustine, FloridaThe Royal Floridian | Heated Pool | Walk to DNTN — photo 2The Royal Floridian | Heated Pool | Walk to DNTN — photo 3The Royal Floridian | Heated Pool | Walk to DNTN — photo 4The Royal Floridian | Heated Pool | Walk to DNTN — photo 5The Royal Floridian | Heated Pool | Walk to DNTN — photo 6
Heated Pool Pool Home
St. Augustine, Florida · House

The Royal Floridian | Heated Pool | Walk to DNTN

$500 / night

2-night min.
10 · 4.5 · 15
Tropic Bliss | Backyard Oasis | Mins to DNTN vacation rental in St. Augustine, FloridaTropic Bliss | Backyard Oasis | Mins to DNTN — photo 2Tropic Bliss | Backyard Oasis | Mins to DNTN — photo 3Tropic Bliss | Backyard Oasis | Mins to DNTN — photo 4Tropic Bliss | Backyard Oasis | Mins to DNTN — photo 5Tropic Bliss | Backyard Oasis | Mins to DNTN — photo 6
Pet friendly Pool Home
St. Augustine, Florida · House

Tropic Bliss | Backyard Oasis | Mins to DNTN

$200 / night

2-night min.
3 · 2.5 · 6
Salty Turtle | Pool | Walk to Beach vacation rental in St. Augustine, FloridaSalty Turtle | Pool | Walk to Beach — photo 2Salty Turtle | Pool | Walk to Beach — photo 3Salty Turtle | Pool | Walk to Beach — photo 4Salty Turtle | Pool | Walk to Beach — photo 5Salty Turtle | Pool | Walk to Beach — photo 6
Pool Home
St. Augustine, Florida · House

Salty Turtle | Pool | Walk to Beach

$200 / night

2-night min.
6 · 4 · 11
Aqua Vista | Beach Views | Pool Spa vacation rental in St. Augustine, FloridaAqua Vista | Beach Views | Pool Spa — photo 2Aqua Vista | Beach Views | Pool Spa — photo 3Aqua Vista | Beach Views | Pool Spa — photo 4Aqua Vista | Beach Views | Pool Spa — photo 5Aqua Vista | Beach Views | Pool Spa — photo 6
Heated Pool Hot Tub
St. Augustine, Florida · House

Aqua Vista | Beach Views | Pool Spa

$500 / night

2-night min.
7 · 3 · 12
Sunset Hideaway | Pool | Waterfront Deck vacation rental in St. Augustine, FloridaSunset Hideaway | Pool | Waterfront Deck — photo 2Sunset Hideaway | Pool | Waterfront Deck — photo 3Sunset Hideaway | Pool | Waterfront Deck — photo 4Sunset Hideaway | Pool | Waterfront Deck — photo 5Sunset Hideaway | Pool | Waterfront Deck — photo 6
Pool Home
St. Augustine, Florida · House

Sunset Hideaway | Pool | Waterfront Deck

$700 / night

2-night min.
7 · 6 · 14
The Floridian Suite | Heated Pool | Walk to DNTN vacation rental in St. Augustine, FloridaThe Floridian Suite | Heated Pool | Walk to DNTN — photo 2The Floridian Suite | Heated Pool | Walk to DNTN — photo 3The Floridian Suite | Heated Pool | Walk to DNTN — photo 4The Floridian Suite | Heated Pool | Walk to DNTN — photo 5The Floridian Suite | Heated Pool | Walk to DNTN — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Apartment

The Floridian Suite | Heated Pool | Walk to DNTN

$200 / night

2-night min.
3 · 1 · 4
Gone Coastal Jax Beach Oasis | Team Joseph Ellen vacation rental in Jacksonville Beach, FloridaGone Coastal Jax Beach Oasis | Team Joseph Ellen — photo 2Gone Coastal Jax Beach Oasis | Team Joseph Ellen — photo 3Gone Coastal Jax Beach Oasis | Team Joseph Ellen — photo 4Gone Coastal Jax Beach Oasis | Team Joseph Ellen — photo 5Gone Coastal Jax Beach Oasis | Team Joseph Ellen — photo 6
Pet friendly Pool Home
Jacksonville Beach, Florida · House

Gone Coastal Jax Beach Oasis | Team Joseph Ellen

$946 / night

2-night min.
4 · 2.5 · 8
Pink Flamingo House -Pool, Gazebo, Luxury vacation rental in Jacksonville Beach, FloridaPink Flamingo House -Pool, Gazebo, Luxury — photo 2Pink Flamingo House -Pool, Gazebo, Luxury — photo 3Pink Flamingo House -Pool, Gazebo, Luxury — photo 4Pink Flamingo House -Pool, Gazebo, Luxury — photo 5Pink Flamingo House -Pool, Gazebo, Luxury — photo 6
Featured Pet friendly
Jacksonville Beach, Florida · House

Pink Flamingo House -Pool, Gazebo, Luxury

$710 / night

2-night min.
4 · 2 · 8
Sea Grape Villa Pool/ Ping Pong vacation rental in Jacksonville Beach, FloridaSea Grape Villa Pool/ Ping Pong — photo 2Sea Grape Villa Pool/ Ping Pong — photo 3Sea Grape Villa Pool/ Ping Pong — photo 4Sea Grape Villa Pool/ Ping Pong — photo 5Sea Grape Villa Pool/ Ping Pong — photo 6
Heated Pool Pet friendly
Jacksonville Beach, Florida · House

Sea Grape Villa Pool/ Ping Pong

$887 / night

2-night min.
7 · 2.5 · 10
Saltwater Retreat | Pool | Golf Cart Included vacation rental in Jacksonville Beach, FloridaSaltwater Retreat | Pool | Golf Cart Included — photo 2Saltwater Retreat | Pool | Golf Cart Included — photo 3Saltwater Retreat | Pool | Golf Cart Included — photo 4Saltwater Retreat | Pool | Golf Cart Included — photo 5Saltwater Retreat | Pool | Golf Cart Included — photo 6
Pool Home
Jacksonville Beach, Florida · House

Saltwater Retreat | Pool | Golf Cart Included

$473 / night

2-night min.
6 · 2 · 12
Serenity Point | Pool + Steps to the Beach vacation rental in St. Augustine, FloridaSerenity Point | Pool + Steps to the Beach — photo 2Serenity Point | Pool + Steps to the Beach — photo 3Serenity Point | Pool + Steps to the Beach — photo 4Serenity Point | Pool + Steps to the Beach — photo 5Serenity Point | Pool + Steps to the Beach — photo 6
Pool Home
St. Augustine, Florida · Townhouse

Serenity Point | Pool + Steps to the Beach

$355 / night

2-night min.
4 · 2.5 · 7
The Augustine Suite | Heated Pool | Walk to DNTN vacation rental in St. Augustine, FloridaThe Augustine Suite | Heated Pool | Walk to DNTN — photo 2The Augustine Suite | Heated Pool | Walk to DNTN — photo 3The Augustine Suite | Heated Pool | Walk to DNTN — photo 4The Augustine Suite | Heated Pool | Walk to DNTN — photo 5The Augustine Suite | Heated Pool | Walk to DNTN — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Apartment

The Augustine Suite | Heated Pool | Walk to DNTN

$500 / night

2-night min.
3 · 1 · 4
The Fitzgerald Mansion | Luxury | Pool & Spa vacation rental in St. Augustine, FloridaThe Fitzgerald Mansion | Luxury | Pool & Spa — photo 2The Fitzgerald Mansion | Luxury | Pool & Spa — photo 3The Fitzgerald Mansion | Luxury | Pool & Spa — photo 4The Fitzgerald Mansion | Luxury | Pool & Spa — photo 5The Fitzgerald Mansion | Luxury | Pool & Spa — photo 6
Pool Home
St. Augustine, Florida · House

The Fitzgerald Mansion | Luxury | Pool & Spa

$800 / night

2-night min.
8 · 3.5 · 13
Seaclusion | Luxury | Heated Pool | Beach vacation rental in St. Augustine, FloridaSeaclusion | Luxury | Heated Pool | Beach — photo 2Seaclusion | Luxury | Heated Pool | Beach — photo 3Seaclusion | Luxury | Heated Pool | Beach — photo 4Seaclusion | Luxury | Heated Pool | Beach — photo 5Seaclusion | Luxury | Heated Pool | Beach — photo 6
Heated Pool Pool Home
St. Augustine, Florida · House

Seaclusion | Luxury | Heated Pool | Beach

$1,000 / night

2-night min.
12 · 5.5 · 16
Coastal Luxe Retreat | Pool vacation rental in Palm Coast, FloridaCoastal Luxe Retreat | Pool — photo 2Coastal Luxe Retreat | Pool — photo 3Coastal Luxe Retreat | Pool — photo 4Coastal Luxe Retreat | Pool — photo 5Coastal Luxe Retreat | Pool — photo 6
Pool Home
Palm Coast, Florida · House

Coastal Luxe Retreat | Pool

$532 / night

3-night min.
6 · 3 · 11
Tidal Terrace | Heated Pool | Steps to Beach! vacation rental in St. Augustine, FloridaTidal Terrace | Heated Pool | Steps to Beach! — photo 2Tidal Terrace | Heated Pool | Steps to Beach! — photo 3Tidal Terrace | Heated Pool | Steps to Beach! — photo 4Tidal Terrace | Heated Pool | Steps to Beach! — photo 5Tidal Terrace | Heated Pool | Steps to Beach! — photo 6
Heated Pool Pool Home
St. Augustine, Florida · Condominium

Tidal Terrace | Heated Pool | Steps to Beach!

$125 / night

3-night min.
2 · 2 · 4
The Salty Blue | Pool | Walk to Beach vacation rental in St. Augustine, FloridaThe Salty Blue | Pool | Walk to Beach — photo 2The Salty Blue | Pool | Walk to Beach — photo 3The Salty Blue | Pool | Walk to Beach — photo 4The Salty Blue | Pool | Walk to Beach — photo 5The Salty Blue | Pool | Walk to Beach — photo 6
Pool Home
St. Augustine, Florida · House

The Salty Blue | Pool | Walk to Beach

$750 / night

2-night min.
7 · 3 · 14
Sawgrass Charm | Pool | Beach Access | Dogs OK vacation rental in Sawgrass, FloridaSawgrass Charm | Pool | Beach Access | Dogs OK — photo 2Sawgrass Charm | Pool | Beach Access | Dogs OK — photo 3Sawgrass Charm | Pool | Beach Access | Dogs OK — photo 4Sawgrass Charm | Pool | Beach Access | Dogs OK — photo 5Sawgrass Charm | Pool | Beach Access | Dogs OK — photo 6
Pool Home
Sawgrass, Florida · Townhouse

Sawgrass Charm | Pool | Beach Access | Dogs OK

$200 / night

2-night min.
5 · 3 · 8
Sunset Suite | Pool | Waterfront Deck vacation rental in St. Augustine, FloridaSunset Suite | Pool | Waterfront Deck — photo 2Sunset Suite | Pool | Waterfront Deck — photo 3Sunset Suite | Pool | Waterfront Deck — photo 4Sunset Suite | Pool | Waterfront Deck — photo 5Sunset Suite | Pool | Waterfront Deck — photo 6
Pool Home
St. Augustine, Florida · Apartment

Sunset Suite | Pool | Waterfront Deck

$200 / night

2-night min.
1 · 1.5 · 2
The Mandarin Pool Place | Pool + Games vacation rental in Jacksonville, FloridaThe Mandarin Pool Place | Pool + Games — photo 2The Mandarin Pool Place | Pool + Games — photo 3The Mandarin Pool Place | Pool + Games — photo 4The Mandarin Pool Place | Pool + Games — photo 5The Mandarin Pool Place | Pool + Games — photo 6
Pool Home
Jacksonville, Florida · House

The Mandarin Pool Place | Pool + Games

$355 / night

3-night min.
3 · 2 · 8
The Summer House - Private Pool, Firepit vacation rental in Jacksonville, FloridaThe Summer House - Private Pool, Firepit — photo 2The Summer House - Private Pool, Firepit — photo 3The Summer House - Private Pool, Firepit — photo 4The Summer House - Private Pool, Firepit — photo 5The Summer House - Private Pool, Firepit — photo 6
Pool Home
Jacksonville, Florida · House

The Summer House - Private Pool, Firepit

$591 / night

2-night min.
5 · 2.5 · 10
The Salty Palm | Pool | Walk to DNTN vacation rental in St. Augustine, FloridaThe Salty Palm | Pool | Walk to DNTN — photo 2The Salty Palm | Pool | Walk to DNTN — photo 3The Salty Palm | Pool | Walk to DNTN — photo 4The Salty Palm | Pool | Walk to DNTN — photo 5The Salty Palm | Pool | Walk to DNTN — photo 6
Pool Home
St. Augustine, Florida · House

The Salty Palm | Pool | Walk to DNTN

$250 / night

2-night min.
6 · 3 · 12
Coastal Bliss | Pool | Boat Ramp | Walk to Beach vacation rental in St. Augustine, FloridaCoastal Bliss | Pool | Boat Ramp | Walk to Beach — photo 2Coastal Bliss | Pool | Boat Ramp | Walk to Beach — photo 3Coastal Bliss | Pool | Boat Ramp | Walk to Beach — photo 4Coastal Bliss | Pool | Boat Ramp | Walk to Beach — photo 5Coastal Bliss | Pool | Boat Ramp | Walk to Beach — photo 6
Pool Home
St. Augustine, Florida · Townhouse

Coastal Bliss | Pool | Boat Ramp | Walk to Beach

$150 / night

2-night min.
2 · 2 · 4
The Slate Retreat | Pool + Hot Tub vacation rental in Jacksonville, FloridaThe Slate Retreat | Pool + Hot Tub — photo 2The Slate Retreat | Pool + Hot Tub — photo 3The Slate Retreat | Pool + Hot Tub — photo 4The Slate Retreat | Pool + Hot Tub — photo 5The Slate Retreat | Pool + Hot Tub — photo 6
Hot Tub Pet friendly
Jacksonville, Florida · House

The Slate Retreat | Pool + Hot Tub

$1,000 / night

2-night min.
3 · 3 · 6
Salt + Sun | Beach + Pool vacation rental in St. Augustine, FloridaSalt + Sun | Beach + Pool — photo 2Salt + Sun | Beach + Pool — photo 3Salt + Sun | Beach + Pool — photo 4Salt + Sun | Beach + Pool — photo 5Salt + Sun | Beach + Pool — photo 6
Pool Home
St. Augustine, Florida · Condominium

Salt + Sun | Beach + Pool

$532 / night

3-night min.
4 · 2 · 6
"Sea Grape Villa" Pool/ Ping Pong, vacation rental in Jacksonville Beach, Florida"Sea Grape Villa" Pool/ Ping Pong, — photo 2"Sea Grape Villa" Pool/ Ping Pong, — photo 3"Sea Grape Villa" Pool/ Ping Pong, — photo 4"Sea Grape Villa" Pool/ Ping Pong, — photo 5"Sea Grape Villa" Pool/ Ping Pong, — photo 6
Heated Pool Pet friendly
Jacksonville Beach, Florida · House

"Sea Grape Villa" Pool/ Ping Pong,

$887 / night

2-night min.
7 · 2.5 · 10
Sea la Vie l Pool l Walk to Beach l Sleeps 14 vacation rental in St. Augustine, FloridaSea la Vie l Pool l Walk to Beach l Sleeps 14 — photo 2Sea la Vie l Pool l Walk to Beach l Sleeps 14 — photo 3Sea la Vie l Pool l Walk to Beach l Sleeps 14 — photo 4Sea la Vie l Pool l Walk to Beach l Sleeps 14 — photo 5Sea la Vie l Pool l Walk to Beach l Sleeps 14 — photo 6
Pool Home
St. Augustine, Florida · House

Sea la Vie l Pool l Walk to Beach l Sleeps 14

$400 / night

2-night min.
7 · 3 · 14
Oasis of Ponte Vedra- Pool, Fire Pit, Family vacation rental in Nocatee, FloridaOasis of Ponte Vedra- Pool, Fire Pit, Family — photo 2Oasis of Ponte Vedra- Pool, Fire Pit, Family — photo 3Oasis of Ponte Vedra- Pool, Fire Pit, Family — photo 4Oasis of Ponte Vedra- Pool, Fire Pit, Family — photo 5Oasis of Ponte Vedra- Pool, Fire Pit, Family — photo 6
Mid Term/Business Travel Pool Home
Nocatee, Florida · House

Oasis of Ponte Vedra- Pool, Fire Pit, Family

$1,000 / night

2-night min.
4 · 2 · 8
Sandy Toes l Oceanfront Condo l Heated Pool vacation rental in St. Augustine, FloridaSandy Toes l Oceanfront Condo l Heated Pool — photo 2Sandy Toes l Oceanfront Condo l Heated Pool — photo 3Sandy Toes l Oceanfront Condo l Heated Pool — photo 4Sandy Toes l Oceanfront Condo l Heated Pool — photo 5Sandy Toes l Oceanfront Condo l Heated Pool — photo 6
Beach Front Heated Pool
St. Augustine, Florida · Condominium

Sandy Toes l Oceanfront Condo l Heated Pool

$200 / night

7-night min.
4 · 2 · 6
Palm Coast Getaway - Pool, Grill, 3Br vacation rental in Palm Coast, FloridaPalm Coast Getaway - Pool, Grill, 3Br — photo 2Palm Coast Getaway - Pool, Grill, 3Br — photo 3Palm Coast Getaway - Pool, Grill, 3Br — photo 4Palm Coast Getaway - Pool, Grill, 3Br — photo 5Palm Coast Getaway - Pool, Grill, 3Br — photo 6
Pet friendly Pool Home
Palm Coast, Florida · House

Palm Coast Getaway - Pool, Grill, 3Br

$1,000 / night

2-night min.
4 · 2 · 8
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