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Tommaso's vacation rental listings

Beachfront Beauty with Amazing Views & Resort Pool

Stunning resort pool with palm trees and ocean breezes, your daily paradise.

Bright coastal living room with huge windows and endless ocean views, your perfect chill spot.

Serene master bedroom with beachy décor and warm light for total relaxation.

Beachfront Beauty with Amazing Views & Resort Pool

Beachfront Beauty with Amazing Views & Resort Pool

3 bedrooms·3 baths

$1,368.55 USD total for 3 nights

Nov 5 – 8, 2026

Bright open living room blending farmhouse charm and modern comfort, with cozy seating, restored fireplace, and Smart TV. A perfect space to relax after exploring downtown San Antonio.

Spacious and peaceful bedroom with a cozy queen bed and natural light, designed for restful nights after busy days around the city.

Full bathroom two with shower

The Farmhouse - Family Friendly Downtown Cottage

The Farmhouse - Family Friendly Downtown Cottage

3 bedrooms·2 baths

$678.65 USD total for 3 nights

Nov 5 – 8, 2026

Cozy dining nook with warm lighting, modern wooden chairs, and a welcoming table set for shared meals.

Walk 2 beach & Dining | Near airport-Remote work

A bright and cozy living room with comfy seating, warm décor, and a large TV, perfect for unwinding after a day in San Juan.

Walk 2 beach & Dining | Near airport-Remote work

Bright, rustic kitchen with open shelves and cozy dining nook

Walk 2 beach & Dining | Near airport-Remote work

3 bedrooms·1 bath

$902.55 USD total for 3 nights

Nov 5 – 8, 2026

A sun-filled living room with a modern sofa, sleek seating, and an easygoing, coastal feel.

A stunning coastal setting with crystal-blue waters and golden sand just minutes from the property perfect for relaxing beach days.

A modern, sunlit space featuring a comfy bed, elegant tub, and a cozy dining nook easy to settle right in.

A stunning coastal setting with crystal-blue waters and golden sand just minutes from the property perfect for relaxing beach days.

Casa Brisa del Mar – Steps to Montones Beach

0 bedrooms·1 bath

$528.40 USD total for 3 nights

Nov 5 – 8, 2026

Tropical Sunset Penthouse • Rooftop & Hot Tub

Rooftop hot tub

Tropical Sunset Penthouse • Rooftop & Hot Tub

Tropical Sunset Penthouse • Rooftop & Hot Tub

Tropical Sunset Penthouse • Rooftop & Hot Tub

Tropical Sunset Penthouse • Rooftop & Hot Tub

2 bedrooms·2½ baths

$665.50 USD total for 3 nights

Nov 10 – 13, 2026

A bright, comfortable living room with a spacious sofa and plenty of natural light perfect for relaxing together.

A spacious covered patio with cozy seating and shaded comfort perfect for relaxing outdoors any time of day.

A comfortable outdoor lounge with plenty of seating and a grill ready for use

A welcoming, air-conditioned bedroom with crisp bedding and a calm, restful atmosphere.

Clean and functional, this kitchen features ample counter space, a full-size stove, and all the basics for comfortable cooking.

Ramey Base Retro-Chic Beach Getaway

3 bedrooms·1 bath

$538.85 USD total for 3 nights

Jun 1 – 4, 2027

Unwind in this peaceful hilltop retreat featuring stunning panoramic views and a cozy firepit. Nestled in a gated community near El Yunque and local beaches, it’s the perfect blend of privacy, nature, and comfort.

Cozy pergola lounge with warm lights, perfect for relaxing outdoors

Slip into the spa and enjoy pure sunset-lit relaxation.

Villa Azure by Dolce Vita Stays

Villa Azure by Dolce Vita Stays

Villa Azure by Dolce Vita Stays

4 bedrooms·2 baths

$1,694.20 USD total for 3 nights

Nov 8 – 11, 2026

Relax by the sparkling pool under sunny Caribbean skies.

Stylish open living area perfect for relaxing together.

Santa Isabel

2 bedrooms·2 baths

$784.65 USD total for 3 nights

Nov 5 – 8, 2026

Unwind in your private heated pool, surrounded by a peaceful backyard designed for pure relaxation. Whether it’s a sunny afternoon or an evening swim, this is your personal coastal escape.

Enjoy the spacious open concept dining and living area, thoughtfully designed for hosting meals, connecting with loved ones, and creating lasting vacation memories.

Coastal Cabana - Heated Pool - Walk to Beach

4 bedrooms·3 baths

$1,970.85 USD total for 3 nights

Nov 5 – 8, 2026

Las Olas Cabana - Close to Beach & Restaurants

2 bedrooms·2 baths

$758.70 USD total for 3 nights

Nov 5 – 8, 2026

South Beach 301 Roof Top Luxury by P

South Beach 301 Roof Top Luxury by P

South Beach 301 Roof Top Luxury by P

South Beach 301 Roof Top Luxury by P

South Beach 301 Roof Top Luxury by P

South Beach 301 Roof Top Luxury by P

1 bedroom·1 bath

$575.80 USD total for 3 nights

Nov 5 – 8, 2026

South Beach 301 Luxury by J

South Beach 301 Luxury by J

South Beach 301 Luxury by J

South Beach 301 Luxury by J

South Beach 301 Luxury by J

South Beach 301 Luxury by J

1 bedroom·1 bath

$575.80 USD total for 3 nights

Nov 5 – 8, 2026

South Beach 301 Luxury by L

South Beach 301 Luxury by L

South Beach 301 Luxury by L

South Beach 301 Luxury by L

South Beach 301 Luxury by L

1 bedroom·1 bath

$575.80 USD total for 3 nights

Nov 5 – 8, 2026

Casa Oliver 1941 by the Sea, Sleeps 8

Casa Oliver 1941 by the Sea, Sleeps 8

Casa Oliver 1941 by the Sea, Sleeps 8

Casa Oliver 1941 by the Sea, Sleeps 8

Casa Oliver 1941 by the Sea, Sleeps 8

Casa Oliver 1941 by the Sea, Sleeps 8

2 bedrooms·2 baths

$1,108.97 USD total for 3 nights

Nov 5 – 8, 2026

The Oliver Cottage | Patio • Walk to Beach

The Oliver Cottage | Patio • Walk to Beach

The Oliver Cottage | Patio • Walk to Beach

The Oliver Cottage | Patio • Walk to Beach

The Oliver Cottage | Patio • Walk to Beach

The Oliver Cottage | Patio • Walk to Beach

1 bedroom·1 bath

$738.60 USD total for 3 nights

Nov 5 – 8, 2026

Casa Oliver Collection | House + Cottage

Casa Oliver Collection | House + Cottage

Casa Oliver Collection | House + Cottage

Casa Oliver Collection | House + Cottage

Casa Oliver Collection | House + Cottage

Casa Oliver Collection | House + Cottage

3 bedrooms·3 baths

$1,632.60 USD total for 3 nights

Nov 5 – 8, 2026

Vista Mar Paraíso – Luxury Pool & Ocean Views

Stylish dining area designed for shared meals with rainforest and ocean scenery.

Bright, spacious living room blending indoor comfort with tropical nature views.

Vista Mar Paraíso – Luxury Pool & Ocean Views

Vista Mar Paraíso – Luxury Pool & Ocean Views

Vista Mar Paraíso – Luxury Pool & Ocean Views

4 bedrooms·1 bath

$1,530.00 USD total for 3 nights

Nov 5 – 8, 2026

Bright bohemian living + dining space filled with vintage furniture, art, and natural light. Cozy, colorful, and full of personality; perfect for relaxing, reading, or enjoying slow mornings in true old-Florida style.

Master bedroom. Queen size bed with featherbed topper (very soft! Removable on request) This bedroom has a private bathroom with walk in shower and double closets

Spacious open living area with vibrant rugs, vintage pieces, and comfy seating. Ideal for families, creatives, or anyone who loves a colorful, personality-filled space to unwind and feel at home.

Unique, art-filled bathroom with bold décor and fun personality, complete with the famous Godzilla shower curtain that guests love. A playful touch that captures the home’s quirky charm.

Cozy bohemian lounge with bookshelves, vintage artwork, and plush seating. Perfect for reading, relaxing, or gathering with friends in a warm, stylish, personality-packed space.

Bohemian Bungalow

3 bedrooms·2 baths

$728.10 USD total for 3 nights

Nov 5 – 8, 2026

Modern Mediterranean Villa

Modern Mediterranean Villa

Modern Mediterranean Villa

Modern Mediterranean Villa

Modern Mediterranean Villa

Modern Mediterranean Villa

3 bedrooms·4 baths

$5,698.74 USD total for 3 nights

Nov 5 – 8, 2026

Casa Dolce Vita by the Alamodome

Casa Dolce Vita by the Alamodome

Bathroom downstairs

Casa Dolce Vita by the Alamodome

Casa Dolce Vita by the Alamodome

3 bedrooms·2½ baths

$600.45 USD total for 3 nights

Nov 5 – 8, 2026

Living room plus sofa bed, 50" Vizio TV including Netflix and Disney Plus. Teal cabinet below tv stocked with games such as Catch Phrase, Cards Against Humanity, Monopoly (San Antonio Edition), Candyland, Sorry, Dominoes and playing cards.

Luxurious Villa with Private GAME ROOM – Your Ultimate Retreat for Fun and Relaxation!

Luxurious Villa with Private GAME ROOM – Your Ultimate Retreat for Fun and Relaxation!

Luxurious Villa with Private GAME ROOM – Your Ultimate Retreat for Fun and Relaxation!

Bedroom 4: Two full-size beds

Luxurious Villa with Private GAME ROOM – Your Ultimate Retreat for Fun and Relaxation!

4 bedrooms·2 baths

$919.95 USD total for 3 nights

Nov 5 – 8, 2026

A tranquil seaside view featuring a lone tree on a rocky outcrop, surrounded by vibrant flowers and overlooking the crystal-blue ocean under a clear sky.

A charming seaside apartment featuring a bright living area, modern furnishings, and a balcony with stunning ocean views.

A bright and charming kitchen featuring modern cabinetry, a geometric tiled backsplash, and a bold red kettle that adds a touch of color and warmth

Charming outdoor dining area with traditional Capri vibes. Shaded by a rustic pergola, this bright space is perfect for long, relaxing meals surrounded by stone walls, soft sunlight, and island tranquility.

A charming and tranquil bedroom featuring colorful textiles, soft lighting, and large glass doors that open to a lush garden retreat.

Dolce Vita Beach House stunning views by the sea

4 bedrooms·2 baths

€1,769.60 EUR total for 3 nights

Nov 5 – 8, 2026

Bright, cozy living room with sunny windows and a stylish curved sofa.

A welcoming entertainment area centered around a foosball table, encouraging fun, teamwork, and memorable moments.

Charming St Augustine Oasis/Game Room/Family Fun

Charming St Augustine Oasis/Game Room/Family Fun

Charming St Augustine Oasis/Game Room/Family Fun

3 bedrooms·2 baths

$837.50 USD total for 3 nights

Nov 5 – 8, 2026

Cozy living room with a soft sectional sofa, warm décor, and a smart TV; an ideal space to unwind after exploring San Antonio’s top attractions.

Charming Dreamy Home Close to Downtown SA

Bright and spacious open-concept living area with cozy seating, smart TV, and a modern kitchen view—perfect for relaxing, gathering, and enjoying a comfortable stay near downtown San Antonio.

Charming Dreamy Home Close to Downtown SA

Charming Dreamy Home Close to Downtown SA

3 bedrooms·2 baths

$769.20 USD total for 3 nights

Nov 5 – 8, 2026