Pensacola Private Pool Properties
61 properties available
Surf and City is one of the most distinctive vacation rentals on Pensacola Beach, offering a sleek modern design and an unparalleled experience for the discerning traveler. Built with concrete and steel pillars, this architectural gem rises above its surroundings to deliver stunning beach and city views in every direction.This luxury beach home fea
Surf and City
House
$2,912 - $12,040 / per week
5
bedrooms
5
Full, 1 Half
14
guests
5
(33 Reviews)
Signature Amenities of this Beach Retreat:* Direct Gulf-Front Views from the 13th Floor* Newly Renovated 3BR/3BA Condo* New Sectional Sofa with Queen Sleeper (2025 Update)* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct)* Spacious Gulf-Front Balcony with Dining Table & Loungers* Updated Kitchen with New Appliances & Dining for 8*
Sea Turtle Escape
Condo
$1,960 - $5,243 / per week
3
bedrooms
3
Full
10
guests
5
(23 Reviews)
Signature Amenities of This Updated Beachfront Gem:* Gulf-Front Home with Private Walkway to the Sand* Fully Renovated in 2025 – Preserved Coastal Charm* Expansive Covered Porch with Gulf Views + Dining & Porch Swing* Top-Floor Gulf-View Suite with Private Deck + Kitchenette* Spacious Living Area with 3 Sofas + Queen Sleeper* Open-Concept Kitch
Bare Feet Retreat
House
$2,989 - $11,550 / per week
4
bedrooms
3
Full
14
guests
5
(2 Reviews)
Incredible! Tuscan Sun is an ultra-luxury beach home that has raised the bar for vacation rentals. Located at 301 Ariola Drive, Pensacola Beach, this stunning new home debuted in the summer of 2023 and has already received nothing but 5-star reviews! Gulf Coast Getaways is proud to present this breathtaking property, which is sure to become your ul
Tuscan Sun
House
$4,473 - $16,170 / per week
6
bedrooms
6
Full, 1 Half
18
guests
5
(16 Reviews)
Welcome to Pensacola Beach's fun and most adorable vacation home! What this house lacks in size, it makes up for in rustic charm! The Surf Shack is a 900-square-foot house that is perfect for a small family of five. If your group craves the privacy of a single-family home but doesn’t desire the cost of a large beach home, this house is perfect! You
The Surf Shack
House
$1,393 - $5,460 / per week
1
bedrooms
1
Full, 1 Half
6
guests
5
(34 Reviews)
Signature Amenities of this Coastal Retreat:* Penthouse-Level 3BR/3BA End Unit (18th Floor)* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct)* Stunning Views of Gulf, Island Coastline, and Sound/Bay* Over 1,950 Sq Ft with Open Floor Plan and Updated Kitchen* All Bedrooms Feature Ensuite Bathrooms* Gulf-Front Balcony + Breakfast Nook
Skyview Penthouse
House
$1,960 - $5,250 / per week
3
bedrooms
3
Full
8
guests
5
(17 Reviews)
Signature Amenities of this Camal Front Oasis:* 5BR/7BA Canal front Home - Sleeps 20 Guests* Private Pool + Spacious Decks + Gulf Horizon Views* 4 King Suites with En-Suite Bathrooms + Custom Bunk Room* Elevator Access to All Floors (Fee Waived for Mobility Needs)* Seawall with Boat Tie-Downs & Canal Ladder for Water Access* Game Zone with Ping
Here and Now
House
$3,472 - $11,725 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(3 Reviews)
Signature Amenities of This Premier Condo:* Gulf-Front Condo with Stunning 180° Views * Fully Renovated Kitchen + Professionally Designed Coastal Interiors* Closest Access to the Beach + Trolley to Resort Amenities* Private Balcony with Seating for Gulf Sunrises and Sunsets* 2 Designated Garage Parking Spots + Unlimited Outdoor Parking* Spa Portof
Portofino 1-701: Seventh Heaven
Condo
$2,100 - $6,860 / per week
3
bedrooms
3
Full, 1 Half
8
guests
5
(33 Reviews)
Signature Amenities of this Beachfront Stunner:* Direct Beachfront with Private Walkway* Oversized Gulf-Front Decks + Panoramic Gulf & Sound Views* Private Swim Spa Overlooking the Water* Luxury Chef’s Kitchen + Executive Design Throughout* Game Room with Pool Table, TV, Bunks + Lounge Space* Elevator Access to All Levels* High-End Furnishings
Dixie Queen
House
$4,760 - $20,650 / per week
5
bedrooms
6
Full
30
guests
5
(34 Reviews)
Signature Amenities of This Resort-Style Home:* Unobstructed Gulf Views - Steps to County Beach Access* Private Lagoon-Style Pool + Tiki Bar + Lounge Seating* Game Room with Pool Table, Ping Pong, Foosball and Basketball Game* 6 Bedrooms + Bonus Loft Area - Sleeps Large Groups Comfortably* Fully Equipped Kitchen + Upstairs Kitchenette + Smart TVs i
Anne's Island Girl
House
$4,263 - $13,300 / per week
6
bedrooms
4
Full
22
guests
5
(28 Reviews)
Signature Amenities of This Soundfront Escape:* Sound front Setting with Stunning Water Views* Spacious 5-Bedroom, 4-Bathroom Layout + Bonus Room* Private Balconies off the Master Suite and Main Living Area* Custom Kitchen with Stainless Steel Appliances* Bunk Room with Four Queen Beds and a Chalkboard Wall* Multiple Living Areas Including a Ground
Sun Dancer
House
$2,800 - $6,720 / per week
5
bedrooms
3
Full
10
guests
5
(13 Reviews)
Signature Amenities of This Spacious Coastal Home:* Prime Location on Ariola Drive - Steps to the Gulf* Private Pool + Expansive Deck with Outdoor Dining + Loungers* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park Directly Behind Home – Playground, Courts + Track* Event Friendly
Beach Dreams
House
$3,850 - $12,600 / per week
7
bedrooms
5
Full, 2 Half
22
guests
5
(1 Reviews)
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